JP2003146919A - Dihydronaphthalene derivative, and liquid crystal composition and liquid crystal display element containing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a liquid crystal compound which improves or does not deteriorate a crystalline phase temperature range and compatibility with other liquid crystal materials and can effectively reduce response and threshold voltage, and to provide a practical liquid crystal composition and a liquid crystal display element using the liquid crystal compound. SOLUTION: This compound is represented by the general formula (1). The liquid crystal composition and the liquid crystal display element contain the compound. The liquid crystal compound is excellent as a material for high speed display liquid crystal displays corresponding to animation, has an effect to lower threshold voltages, and thereby has a large effect to the power saving of the liquid crystal displays.

Description

Detailed Description of the Invention

[0001]

2. Description of the Related Art Liquid crystal display devices have come to be used in watches, calculators, various measuring instruments, mobile phones, automobile panels, word processors, electronic notebooks, printers, computers, televisions and the like. Typical liquid crystal display systems are TN (twisted nematic) type, STN (super twisted nematic) type, DS (dynamic light scattering) type, GH (guest host) type, or FLC capable of high-speed response. (Ferroelectric liquid crystal) and the like. Also, as the drive system, the conventional static drive has become more common and multiplex drive has become popular, and recently the AM-LCD (active matrix) system has been put into practical use.

In recent years, the demand for portable notebook computers has increased, and the demand for low power consumption that enables a wide operating temperature range that enables outdoor use and battery operation for a long time has increased. Due to the demand for tightness and resource saving, it is strongly desired to reduce the power consumption even for the equipment used indoors. A liquid crystal composition having a low threshold voltage that can be driven at a low voltage is required for low power consumption. To lower the threshold voltage, a material that increases the dielectric anisotropy (Δε) is required, but a material with a large dielectric anisotropy generally has a problem of increased viscosity and poor response. was there.

Therefore, liquid crystal compositions for liquid crystal display devices such as TN, STN and AM-LCD have the following properties: (1) Wide liquid crystal phase temperature range that can be used outdoors (2) Low threshold voltage (3) Fast response (4) ) Compatibility with other liquid crystal materials is required, and it is required to improve these by developing liquid crystal materials constituting the liquid crystal composition.

The liquid crystal compound is usually composed of a central skeleton portion called a core and terminal portions on both sides. Usually, as the ring structure constituting the core portion of the liquid crystal compound, 1,4-phenylene group (may be substituted with 1 to 2 halogen atoms, cyano group, methyl group, etc.) and trans-1,4 -The cyclohexylene group accounts for the majority. However
Liquid crystal compounds composed of only 1,4-phenylene group and trans-1,4-cyclohexylene group have limitations in their types and characteristics, and it is the actual situation that they cannot meet the above requirements. Is. As a ring structure other than a 1,4-phenylene group and a trans-1,4-cyclohexylene group,
Naphthalene-2,6-diyl group, tetrahydronaphthalene-2,
Condensed ring systems such as 6-diyl groups, and compounds in which a fluorine atom is introduced into these cores are also being investigated. JP 2001
-19648 or German Laid-Open Patent Publication No. 19652247 discloses a liquid crystal compound having a tetrahydronaphthalene-2,6-diyl group. When the liquid crystal compounds described in these are used for the display element, they are relatively effective in reducing the threshold voltage, and can respond to the moving image display that is currently required. However, in the future,
Larger and finer liquid crystal displays are required to have faster response and lower threshold voltage at the same time, and there is a strong demand for excellent liquid crystal materials and liquid crystal compositions using them, which are suitable for next-generation liquid crystal televisions. It was

[0005]

The problem to be solved by the present invention is to improve the response and threshold voltage without improving or deteriorating the liquid crystal phase temperature range and the compatibility with other liquid crystal materials. It is to provide a liquid crystal compound that can be significantly reduced. Moreover, it aims at providing a practical liquid crystal composition and a liquid crystal display element using it.

[0006]

The present invention has found a novel liquid crystalline compound having a dihydronaphthalene ring in order to solve the above problems.

That is, the present invention has the general formula (1)

[Chemical 2]

(In the formula, R is an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, and 2 to
Represents an alkenyl group having 20 carbon atoms or an alkenyloxy group having 2 to 20 carbon atoms, which may be substituted by an alkoxyl group having 1 to 7 carbon atoms or 1 to 7 halogen atoms, m, n, q, t independently represents 0 or 1,
A, B, C and D are each independently a trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-
4,4'-diyl group, bicyclo [2.2.2] octane-1,4-diyl group, or optionally substituted by one or more halogen atoms, 1,4-phenylene group, pyridine-2,5 -Diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, pyridazine-3,6-diyl group, trans-1,3-dioxane-2,5-diyl group, trans decahydronaphthalene -2,6-
Diyl group, tetrahydronaphthalene-2,6-diyl group, naphthalene-2,6-diyl group, L, M, Q, T are each independently -CH ₂ CH _2- , -CH ₂ CH ₂ CH ₂ CH _2- , -CH = CH-, -CH = CHCH ₂
CH _2- , -CH ₂ CH ₂ CH = CH-, -CH (CH ₃ ) CH _2- , -CH ₂ CH (CH ₃ )-,-
CF = CF-, -CH ₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- , -COO-, -OC
O-, -C≡C- or a single bond, X ¹ and X ² represent a chlorine atom or a fluorine atom, and Z is a hydrogen atom, a halogen atom, a cyano group, a cyanato group, -SCN, or 1 1 carbon atom which may be substituted by the above fluorine atoms
To 20 represent an alkyl group, an alkoxyl group, an alkenyl group, and an alkenyloxy group. The present invention provides a dihydronaphthalene derivative represented by the formula (1), and a practical liquid crystal composition and liquid crystal display device using the same.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in detail below. The present invention, in the general formula (1), X ¹ , X ² , m, n,
The choice of q, t, R, A, B, C, D, L, M, Q, T and Z can encompass a wide variety of compounds.

[0010] As X ¹ and X ² preferably represents at least one fluorine atom, more preferably X ¹ represents a fluorine atom, X ¹ and X ² are still more preferably represents a fluorine atom.

As m, n, q and t, m = 1 and n
= q = t = 0, m = n = q = 0 and t = 1, m = n =
1 and q = t = 0, m = t = 1 and n = q = 0, m
= n = 0 and q = t = 1, m = n = t = 1 and q =
0 or m = q = t = 1 and n = 0 is preferred.

A, B, C and D are each independently a trans-1,4-cyclohexylene group, trans or trans.
-Bicyclohexane-4,4'-diyl group, or optionally substituted by one or more halogen atoms, 1,4-phenylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group Group, pyrazine-2,5-diyl group, pyridazine-3,6-diyl group, trans-1,3-dioxane-2,5-diyl group, trans decahydronaphthalene-2,6-diyl group, tetrahydronaphthalene- 2,6-diyl group or naphthalene-2,6-diyl group is preferred, but trans-1,4-cyclohexylene group, trans, trans-bicyclohexane-4,4'-diyl group or one or more halogens Optionally substituted by atoms
1,4-phenylene group is more preferable, trans-1,4-cyclohexylene group, 1,4-phenylene group, 3-fluoro-1,4-
A phenylene group and a 3,5-difluoro-1,4-phenylene group are more preferable. Particularly, D is preferably a 1,4-phenylene group, a 3-fluoro-1,4-phenylene group or a 3,5-difluoro-1,4-phenylene group.

R is an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, or 2 to 4 carbon atoms.
A alkenyl group having 20 carbon atoms or an alkenyloxy group having 2 to 20 carbon atoms is preferable, and a straight chain alkyl group having 1 to 12 carbon atoms, a straight chain alkoxyl group having 1 to 12 carbon atoms, and a straight chain having 2 to 12 carbon atoms. A chain alkenyl group or a straight chain alkenyloxy group having 2 to 12 carbon atoms is more preferable, and 1 to 7 carbon atoms.
The straight chain alkyl group or the straight chain alkenyl group having 2 to 7 carbon atoms is particularly preferable. When m = n = 0, R is preferably an alkyl group or an alkenyl group, more preferably a linear alkyl group or a linear alkenyl group, and has 1 carbon atom.
Particularly preferred are linear alkyl groups or linear alkenyl groups of ˜7.

L, M, Q and T are independent of each other.
-CH ₂ CH _2- , -CH = CH-, -CH (CH ₃ ) CH _2- , -CH ₂ CH (CH ₃ )-, -CF
= CF-, -CH ₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- , -COO-, -OCO
-, -C≡C- or a single bond is preferable, -CH ₂ CH _2- , -CF = CF
-, -CH ₂ O-, -OCH _2- , -CF ₂ O-, -OCF _2- , -COO-, -OCO-,-
More preferably C≡C- or a single bond, -CH ₂ CH _2- , -CF = CF
_{-, - CF 2 O -,} - OCF 2 -, - C≡C- or a single bond is particularly preferred. When m = 1 and n = 0, L is -COO-, -CF ₂ O-, -C.
It is preferable to represent other than H ₂ O-. Also, m = 0 and n = 1
In the case of, M preferably represents other than -COO-, -CF ₂ O-, and -CH ₂ O-.

Z is a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 9 carbon atoms which may be substituted with one or more fluorine atoms, and one or more fluorine atoms. Number of carbon atoms that may be included
1 to 9 alkoxyl group, alkenyl group having 2 to 9 carbon atoms optionally substituted by one or more fluorine atoms or 2 to 9 carbon atoms optionally substituted by one or more fluorine atoms An alkenyloxy group is preferable, a fluorine atom, a cyano group, an alkyl group having 1 to 5 carbon atoms which may be substituted by one or more fluorine atoms, and a carbon atom which may be substituted by one or more fluorine atoms. Number 1-5 alkoxyl group, alkenyl group having 2-5 carbon atoms optionally substituted by one or more fluorine atoms or 2-5 carbon atoms optionally substituted by one or more fluorine atoms The alkenyloxy group of is more preferably a fluorine atom, a cyano group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a fluoromethyl group or a difluoromethyl group. Or more preferably a trifluoromethyl group, a fluorine atom, a cyano group, fluoromethoxy group, difluoromethoxy group or trifluoromethoxy group is particularly preferred. Further, when q = t = 0, Z preferably represents other than a hydrogen atom.

The compounds are specifically exemplified below. The following abbreviations are used in the description of the compounds exemplified below. n represents the carbon number of the linear alkyl group. In the alkenyl group, m
Represents the position of the double bond counted from the ring, and n represents the number of carbon atoms beyond the double bond. n (number): C _n H _{2n + 1} nO: C _n H _{2n + 1} O -ndm:-(C _n H _{2n + 1} -CH = CH- (CH ₂ ) _m-1 ) ndm-: C _n H _{2n + 1} -CH = CH- (CH ₂ ) _m-1 --Od (m) n: -O (C _n H _{2n + 1} -CH = CH- (CH ₂ ) _m-2 ) d (m) nO -: C _n H _{2n + 1} -CH = CH- (CH ₂ ) _m-2 O-

[0017] -VO-: -COO- -OV-: -OCO- -T-: -C≡C- -2-: -CH 2 CH 2 - -3-: -CH 2 CH 2 CH 2 - -3a _{-: -CH (CH 3) CH} 2 - -3b-: -CH 2 CH (CH 3) - -4-: -CH 2 CH 2 CH 2 CH 2 - -1O-: -CH 2 -O- -O1 -: -O-CH ₂ --G-: -CF = CF- -D-: -CH = CH- -2D-: -CH ₂ CH ₂ CH = CH- -D2-: -CH = CHCH ₂ CH ₂ --J-: -CF ₂ O- -K-: -OCF ₂ --H: Hydrogen atom-CN: Cyano group-F: Fluorine atom-Cl: Chlorine atom-OCF3: Trifluoromethoxy group-OCHF2: Difluoromethoxy Basis

[0018]

[Chemical 3]

[0019]

[Chemical 4]

For example

[Chemical 5]

It is expressed as follows. R-Xa-Ph-Z, R-Xa-VO-Ph-Z, R-Xa-Cy-Z, R-Xa-VO-Cy-Z,
R-Xa-T-Ph-Z, R-Xa-G-Ph-Z, R-Xa-J-Ph-Z, R-Xa-K-Ph-
Z, R-Xa-Ph1-Z, R-Xa-Ph3-Z, R-Xb-Ph-Z, R-Xb-G-Ph-
Z, R-Xb-J-Ph-Z, R-By-Xa-Z R-Cy-Xa-Z, R-Cy-Xc-Z, R-Cy-Xa-Z, R-Cy-Xb-Z , R-Cy-X
dZ, R-Cy-Xa-Z, R-Cy-2-Xa-Z, R-Cy-VO-Xa-Z, R-Cy-G-
Xa-Z, R-Cy-J-Xa-Z, R-Cy-K-Xa-Z, R-Ph-Xa-Z, R-Ph1-X
aZ, R-Ph3-Xa-Z, R-Cy-Xa-Ph-Z, R-Cy-Xa-Ph1-Z, R-Cy
-Xa-Ph3-Z, R-Cy-Xa-VO-Ph-Z, R-Cy-Xa-VO-Ph1-Z, R-Cy
-Xa-VO-Ph3-Z, R-Cy-Xa-T-Ph-Z, R-Cy-Xa-T-Ph1-Z, RC
y-Xa-T-Ph3-Z, R-Cy-Xa-G-Ph-Z, R-Cy-Xa-G-Ph1-Z, RC
y-Xa-G-Ph3-Z, R-Cy-Xa-J-Ph-Z, R-Cy-Xa-J-Ph1-Z, RC
y-Xa-J-Ph3-Z, R-Cy-VO-Xa-Ph-Z, R-Cy-VO-Xa-Ph1-Z, R
-Cy-VO-Xa-Ph3-Z, R-Cy-VO-Xa-VO-Ph-Z, R-Cy-VO-Xa-VO
-Ph1-Z, R-Cy-VO-Xa-VO-Ph3-Z, R-Cy-VO-Xa-T-Ph-Z, R-
Cy-VO-Xa-T-Ph1-Z, R-Cy-VO-Xa-T-Ph3-Z, R-Cy-VO-Xa-G
-Ph-Z, R-Cy-VO-Xa-G-Ph1-Z, R-Cy-VO-Xa-G-Ph3-Z, RC
y-VO-Xa-J-Ph-Z, R-Cy-VO-Xa-J-Ph1-Z, R-Cy-VO-Xa-JP
h3-Z, R-Cy-2-Xa-Ph-Z, R-Cy-2-Xa-Ph1-Z, R-Cy-2-Xa-P
h3-Z, R-Cy-2-Xa-VO-Ph-Z, R-Cy-2-Xa-VO-Ph1-Z, R-Cy-
2-Xa-VO-Ph3-Z, R-Cy-2-Xa-T-Ph-Z, R-Cy-2-Xa-T-Ph1-
Z, R-Cy-2-Xa-T-Ph3-Z, R-Cy-2-Xa-G-Ph-Z, R-Cy-2-Xa-
G-Ph1-Z, R-Cy-2-Xa-G-Ph3-Z, R-Cy-2-Xa-J-Ph-Z, R-Cy
-2-Xa-J-Ph1-Z, R-Cy-2-Xa-J-Ph3-Z, R-Cy-G-Xa-Ph-Z,
R-Cy-G-Xa-Ph1-Z, R-Cy-G-Xa-Ph3-Z, R-Cy-G-Xa-VO-Ph-
Z, R-Cy-G-Xa-VO-Ph1-Z, R-Cy-G-Xa-VO-Ph3-Z, R-Cy-G-
Xa-T-Ph-Z, R-Cy-G-Xa-T-Ph1-Z, R-Cy-G-Xa-T-Ph3-Z, R
-Cy-G-Xa-G-Ph-Z, R-Cy-G-Xa-G-Ph1-Z, R-Cy-G-Xa-G-Ph
3-Z, R-Cy-G-Xa-J-Ph-Z, R-Cy-G-Xa-J-Ph1-Z, R-Cy-GX
aJ-Ph3-Z, R-Cy-J-Xa-Ph-Z, R-Cy-J-Xa-Ph1-Z, R-Cy-J
-Xa-Ph3-Z, R-Cy-J-Xa-VO-Ph-Z, R-Cy-J-Xa-VO-Ph1-Z,
R-Cy-J-Xa-VO-Ph3-Z, R-Cy-J-Xa-T-Ph-Z, R-Cy-J-Xa-T-
Ph1-Z, R-Cy-J-Xa-T-Ph3-Z, R-Cy-J-Xa-G-Ph-Z, R-Cy-J
-Xa-G-Ph1-Z, R-Cy-J-Xa-G-Ph3-Z, R-Cy-J-Xa-J-Ph-Z,
R-Cy-J-Xa-J-Ph1-Z, R-Cy-J-Xa-J-Ph3-Z, R-Cy-Xb-Ph-
Z, R-Cy-Xb-Ph1-Z, R-Cy-Xb-Ph3-Z, R-Cy-Xb-VO-Ph-Z,
R-Cy-Xb-VO-Ph1-Z, R-Cy-Xb-T-Ph-Z, R-Cy-Xb-T-Ph-Z,
R-Cy-Xb-T-Ph1-Z, R-Cy-Xb-G-Ph-Z, R-Cy-Xb-G-Ph1-Z,
R-Cy-Xb-G-Ph3-Z, R-Cy-Xb-J-Ph-Z, R-Cy-Xb-J-Ph1-Z,
R-Cy-VO-Xb-Ph-Z, R-Cy-VO-Xb-Ph1-Z, R-Cy-VO-Xb-Ph3-
Z, R-Cy-VO-Xb-VO-Ph-Z, R-Cy-VO-Xb-VO-Ph1-Z, R-Cy-V
O-Xb-VO-Ph3-Z, R-Cy-VO-Xb-T-Ph-Z, R-Cy-VO-Xb-T-Ph1
-Z, R-Cy-VO-Xb-T-Ph3-Z, R-Cy-VO-Xb-G-Ph-Z, R-Cy-VO
-Xb-G-Ph1-Z, R-Cy-VO-Xb-G-Ph3-Z, R-Cy-VO-Xb-J-Ph-
Z, R-Cy-VO-Xb-J-Ph1-Z, R-Cy-VO-Xb-J-Ph3-Z, R-Cy-2-
Xb-Ph-Z, R-Cy-2-Xb-Ph1-Z, R-Cy-2-Xb-Ph3-Z, R-Cy-2-
Xb-VO-Ph-Z, R-Cy-2-Xb-VO-Ph1-Z, R-Cy-2-Xb-VO-Ph3-
Z, R-Cy-2-Xb-T-Ph-Z, R-Cy-2-Xb-T-Ph1-Z, R-Cy-2-Xb-
T-Ph3-Z, R-Cy-2-Xb-G-Ph-Z, R-Cy-2-Xb-G-Ph1-Z, R-Cy
-2-Xb-G-Ph3-Z, R-Cy-2-Xb-J-Ph-Z, R-Cy-2-Xb-J-Ph1-
Z, R-Cy-2-Xb-J-Ph3-Z, R-Cy-G-Xb-Ph-Z, R-Cy-G-Xb-Ph
1-Z, R-Cy-G-Xb-Ph3-Z, R-Cy-G-Xb-VO-Ph-Z, R-Cy-G-Xb
-VO-Ph1-Z, R-Cy-G-Xb-VO-Ph3-Z, R-Cy-G-Xb-T-Ph-Z, R
-Cy-G-Xb-T-Ph1-Z, R-Cy-G-Xb-T-Ph3-Z, R-Cy-G-Xb-GP
hZ, R-Cy-G-Xb-G-Ph1-Z, R-Cy-G-Xb-G-Ph3-Z, R-Cy-G-
Xb-J-Ph-Z, R-Cy-G-Xb-J-Ph1-Z, R-Cy-G-Xb-J-Ph3-Z, R
-Cy-J-Xb-Ph-Z, R-Cy-J-Xb-Ph1-Z, R-Cy-J-Xb-Ph3-Z, R
-Cy-J-Xb-VO-Ph-Z, R-Cy-J-Xb-VO-Ph1-Z, R-Cy-J-Xb-VO
-Ph3-Z, R-Cy-J-Xb-T-Ph-Z, R-Cy-J-Xb-T-Ph1-Z, R-Cy-
J-Xb-T-Ph3-Z, R-Cy-J-Xb-G-Ph-Z, R-Cy-J-Xb-G-Ph1-
Z, R-Cy-J-Xb-G-Ph3-Z, R-Cy-J-Xb-J-Ph-Z, R-Cy-J-Xb-
J-Ph1-Z, R-Cy-J-Xb-J-Ph3-Z R-Ph-Xa-Ph-Z, R-Ph-Xa-Ph1-Z, R-Ph-Xa-Ph3-Z, R -Ph-X
a-VO-Ph-Z, R-Ph-Xa-VO-Ph1-Z, R-Ph-Xa-VO-Ph3-Z, RP
h-Xa-T-Ph-Z, R-Ph-Xa-T-Ph1-Z, R-Ph-Xa-T-Ph3-Z, RP
h-Xa-G-Ph-Z, R-Ph-Xa-G-Ph1-Z, R-Ph-Xa-G-Ph3-Z, RP
h-Xa-J-Ph-Z, R-Ph-Xa-J-Ph1-Z, R-Ph-Xa-J-Ph3-Z, RP
h-VO-Xa-Ph-Z, R-Ph-VO-Xa-Ph1-Z, R-Ph-VO-Xa-Ph3-Z,
R-Ph-VO-Xa-VO-Ph-Z, R-Ph-VO-Xa-VO-Ph1-Z, R-Ph-VO-X
a-VO-Ph3-Z, R-Ph-VO-Xa-T-Ph-Z, R-Ph-VO-Xa-T-Ph1-
Z, R-Ph-VO-Xa-T-Ph3-Z, R-Ph-VO-Xa-G-Ph-Z, R-Ph-VO-
Xa-G-Ph1-Z, R-Ph-VO-Xa-G-Ph3-Z, R-Ph-VO-Xa-J-Ph-
Z, R-Ph-VO-Xa-J-Ph1-Z, R-Ph-VO-Xa-J-Ph3-Z, R-Ph-2-
Xa-Ph-Z, R-Ph-2-Xa-Ph1-Z, R-Ph-2-Xa-Ph3-Z, R-Ph-2-
Xa-VO-Ph-Z, R-Ph-2-Xa-VO-Ph1-Z, R-Ph-2-Xa-VO-Ph3-
Z, R-Ph-2-Xa-T-Ph-Z, R-Ph-2-Xa-T-Ph1-Z, R-Ph-2-Xa-
T-Ph3-Z, R-Ph-2-Xa-G-Ph-Z, R-Ph-2-Xa-G-Ph1-Z, R-Ph
-2-Xa-G-Ph3-Z, R-Ph-2-Xa-J-Ph-Z, R-Ph-2-Xa-J-Ph1-
Z, R-Ph-2-Xa-J-Ph3-Z, R-Ph-G-Xa-Ph-Z, R-Ph-G-Xa-Ph
1-Z, R-Ph-G-Xa-Ph3-Z, R-Ph-G-Xa-VO-Ph-Z, R-Ph-G-Xa
-VO-Ph1-Z, R-Ph-G-Xa-VO-Ph3-Z, R-Ph-G-Xa-T-Ph-Z, R
-Ph-G-Xa-T-Ph1-Z, R-Ph-G-Xa-T-Ph3-Z, R-Ph-G-Xa-GP
hZ, R-Ph-G-Xa-G-Ph1-Z, R-Ph-G-Xa-G-Ph3-Z, R-Ph-G-
Xa-J-Ph-Z, R-Ph-G-Xa-J-Ph1-Z, R-Ph-G-Xa-J-Ph3-Z, R
-Ph-J-Xa-Ph-Z, R-Ph-J-Xa-Ph1-Z, R-Ph-J-Xa-Ph3-Z, R
-Ph-J-Xa-VO-Ph-Z, R-Ph-J-Xa-VO-Ph1-Z, R-Ph-J-Xa-VO
-Ph3-Z, R-Ph-J-Xa-T-Ph-Z, R-Ph-J-Xa-T-Ph1-Z, R-Ph-
J-Xa-T-Ph3-Z, R-Ph-J-Xa-G-Ph-Z, R-Ph-J-Xa-G-Ph1-
Z, R-Ph-J-Xa-G-Ph3-Z, R-Ph-J-Xa-J-Ph-Z, R-Ph-J-Xa-
J-Ph1-Z, R-Ph-J-Xa-J-Ph3-Z, R-Ph-Xb-Ph-Z, R-Ph-Xb-
Ph1-Z, R-Ph-Xb-Ph3-Z, R-Ph-Xb-VO-Ph-Z, R-Ph-Xb-VO-
Ph1-Z, R-Ph-Xb-VO-Ph3-Z, R-Ph-Xb-T-Ph-Z, R-Ph-Xb-T
-Ph1-Z, R-Ph-Xb-T-Ph3-Z, R-Ph-Xb-G-Ph-Z, R-Ph-Xb-G
-Ph1-Z, R-Ph-Xb-G-Ph3-Z, R-Ph-Xb-J-Ph-Z, R-Ph-Xb-J
-Ph1-Z, R-Ph-Xb-J-Ph3-Z, R-Ph-VO-Xb-Ph-Z, R-Ph-VO-
Xb-Ph1-Z, R-Ph-VO-Xb-Ph3-Z, R-Ph-VO-Xb-VO-Ph-Z, R-
Ph-VO-Xb-VO-Ph1-Z, R-Ph-VO-Xb-VO-Ph3-Z, R-Ph-VO-Xb
-T-Ph-Z, R-Ph-VO-Xb-T-Ph1-Z, R-Ph-VO-Xb-T-Ph3-Z, R
-Ph-VO-Xb-G-Ph-Z, R-Ph-VO-Xb-G-Ph1-Z, R-Ph-VO-Xb-G
-Ph3-Z, R-Ph-VO-Xb-J-Ph-Z, R-Ph-VO-Xb-J-Ph1-Z, RP
h-VO-Xb-J-Ph3-Z, R-Ph-2-Xb-Ph-Z, R-Ph-2-Xb-Ph1-Z,
R-Ph-2-Xb-Ph3-Z, R-Ph-2-Xb-VO-Ph-Z, R-Ph-2-Xb-VO-P
h1-Z, R-Ph-2-Xb-VO-Ph3-Z, R-Ph-2-Xb-T-Ph-Z, R-Ph-2
-Xb-T-Ph1-Z, R-Ph-2-Xb-T-Ph3-Z, R-Ph-2-Xb-G-Ph-Z,
R-Ph-2-Xb-G-Ph1-Z, R-Ph-2-Xb-G-Ph3-Z, R-Ph-2-Xb-J-
Ph-Z, R-Ph-2-Xb-J-Ph1-Z, R-Ph-2-Xb-J-Ph3-Z, R-Ph-G
-Xb-Ph-Z, R-Ph-G-Xb-Ph1-Z, R-Ph-G-Xb-Ph3-Z, R-Ph-G
-Xb-VO-Ph-Z, R-Ph-G-Xb-VO-Ph1-Z, R-Ph-G-Xb-VO-Ph3-
Z, R-Ph-G-Xb-T-Ph-Z, R-Ph-G-Xb-T-Ph1-Z, R-Ph-G-Xb-
T-Ph3-Z, R-Ph-G-Xb-G-Ph-Z, R-Ph-G-Xb-G-Ph1-Z, R-Ph
-G-Xb-G-Ph3-Z, R-Ph-G-Xb-J-Ph-Z, R-Ph-G-Xb-J-Ph1-
Z, R-Ph-G-Xb-J-Ph3-Z, R-Ph-J-Xb-Ph-Z, R-Ph-J-Xb-Ph
1-Z, R-Ph-J-Xb-Ph3-Z, R-Ph-J-Xb-VO-Ph-Z, R-Ph-J-Xb
-VO-Ph1-Z, R-Ph-J-Xb-VO-Ph3-Z, R-Ph-J-Xb-T-Ph-Z, R
-Ph-J-Xb-T-Ph1-Z, R-Ph-J-Xb-T-Ph3-Z, R-Ph-J-Xb-GP
hZ, R-Ph-J-Xb-G-Ph1-Z, R-Ph-J-Xb-G-Ph3-Z, R-Ph-J-
Xb-J-Ph-Z, R-Ph-J-Xb-J-Ph1-Z, R-Ph-J-Xb-J-Ph3-Z

R-Ph1-Xa-Ph-Z, R-Ph1-Xa-Ph1-Z, R-Ph1-X
a-Ph3-Z, R-Ph1-Xa-VO-Ph-Z, R-Ph1-Xa-VO-Ph1-Z, R-Ph
1-Xa-VO-Ph3-Z, R-Ph1-Xa-T-Ph-Z, R-Ph1-Xa-T-Ph1-Z,
R-Ph1-Xa-T-Ph3-Z, R-Ph1-Xa-G-Ph-Z, R-Ph1-Xa-G-Ph1-
Z, R-Ph1-Xa-G-Ph3-Z, R-Ph1-Xa-J-Ph-Z, R-Ph1-Xa-JP
h1-Z, R-Ph1-Xa-J-Ph3-Z, R-Ph1-VO-Xa-Ph-Z, R-Ph1-VO
-Xa-Ph1-Z, R-Ph1-VO-Xa-Ph3-Z, R-Ph1-VO-Xa-VO-Ph-
Z, R-Ph1-VO-Xa-VO-Ph1-Z, R-Ph1-VO-Xa-VO-Ph3-Z, RP
h1-VO-Xa-T-Ph-Z, R-Ph1-VO-Xa-T-Ph1-Z, R-Ph1-VO-Xa-
T-Ph3-Z, R-Ph1-VO-Xa-G-Ph-Z, R-Ph1-VO-Xa-G-Ph1-Z,
R-Ph1-VO-Xa-G-Ph3-Z, R-Ph1-VO-Xa-J-Ph-Z, R-Ph1-VO-
Xa-J-Ph1-Z, R-Ph1-VO-Xa-J-Ph3-Z, R-Ph1-2-Xa-Ph-Z,
R-Ph1-2-Xa-Ph1-Z, R-Ph1-2-Xa-Ph3-Z, R-Ph1-2-Xa-VO-
Ph-Z, R-Ph1-2-Xa-VO-Ph1-Z, R-Ph1-2-Xa-VO-Ph3-Z, R-
Ph1-2-Xa-T-Ph-Z, R-Ph1-2-Xa-T-Ph1-Z, R-Ph1-2-Xa-T-
Ph3-Z, R-Ph1-2-Xa-G-Ph-Z, R-Ph1-2-Xa-G-Ph1-Z, R-Ph
1-2-Xa-G-Ph3-Z, R-Ph1-2-Xa-J-Ph-Z, R-Ph1-2-Xa-J-Ph
1-Z, R-Ph1-2-Xa-J-Ph3-Z, R-Ph1-G-Xa-Ph-Z, R-Ph1-G-
Xa-Ph1-Z, R-Ph1-G-Xa-Ph3-Z, R-Ph1-G-Xa-VO-Ph-Z, R-
Ph1-G-Xa-VO-Ph1-Z, R-Ph1-G-Xa-VO-Ph3-Z, R-Ph1-G-Xa
-T-Ph-Z, R-Ph1-G-Xa-T-Ph1-Z, R-Ph1-G-Xa-T-Ph3-Z, R
-Ph1-G-Xa-G-Ph-Z, R-Ph1-G-Xa-G-Ph1-Z, R-Ph1-G-Xa-G
-Ph3-Z, R-Ph1-G-Xa-J-Ph-Z, R-Ph1-G-Xa-J-Ph1-Z, RP
h1-G-Xa-J-Ph3-Z, R-Ph1-J-Xa-Ph-Z, R-Ph1-J-Xa-Ph1-
Z, R-Ph1-J-Xa-Ph3-Z, R-Ph1-J-Xa-VO-Ph-Z, R-Ph1-JX
a-VO-Ph1-Z, R-Ph1-J-Xa-VO-Ph3-Z, R-Ph1-J-Xa-T-Ph-
Z, R-Ph1-J-Xa-T-Ph1-Z, R-Ph1-J-Xa-T-Ph3-Z, R-Ph1-J
-Xa-G-Ph-Z, R-Ph1-J-Xa-G-Ph1-Z, R-Ph1-J-Xa-G-Ph3-
Z, R-Ph1-J-Xa-J-Ph-Z, R-Ph1-J-Xa-J-Ph1-Z, R-Ph1-J-
Xa-J-Ph3-Z, R-Ph1-Xb-Ph-Z, R-Ph1-Xb-Ph1-Z, R-Ph1-X
b-Ph3-Z, R-Ph1-Xb-VO-Ph-Z, R-Ph1-Xb-VO-Ph1-Z, R-Ph
1-Xb-VO-Ph3-Z, R-Ph1-Xb-T-Ph-Z, R-Ph1-Xb-T-Ph1-Z,
R-Ph1-Xb-T-Ph3-Z, R-Ph1-Xb-G-Ph-Z, R-Ph1-Xb-G-Ph1-
Z, R-Ph1-Xb-G-Ph3-Z, R-Ph1-Xb-J-Ph-Z, R-Ph1-Xb-JP
h1-Z, R-Ph1-Xb-J-Ph3-Z, R-Ph1-VO-Xb-Ph-Z, R-Ph1-VO
-Xb-Ph1-Z, R-Ph1-VO-Xb-Ph3-Z, R-Ph1-VO-Xb-VO-Ph-
Z, R-Ph1-VO-Xb-VO-Ph1-Z, R-Ph1-VO-Xb-VO-Ph3-Z, RP
h1-VO-Xb-T-Ph-Z, R-Ph1-VO-Xb-T-Ph1-Z, R-Ph1-VO-Xb-
T-Ph3-Z, R-Ph1-VO-Xb-G-Ph-Z, R-Ph1-VO-Xb-G-Ph1-Z,
R-Ph1-VO-Xb-G-Ph3-Z, R-Ph1-VO-Xb-J-Ph-Z, R-Ph1-VO-
Xb-J-Ph1-Z, R-Ph1-VO-Xb-J-Ph3-Z, R-Ph1-2-Xb-Ph-Z,
R-Ph1-2-Xb-Ph1-Z, R-Ph1-2-Xb-Ph3-Z, R-Ph1-2-Xb-VO-
Ph-Z, R-Ph1-2-Xb-VO-Ph1-Z, R-Ph1-2-Xb-VO-Ph3-Z, R-
Ph1-2-Xb-T-Ph-Z, R-Ph1-2-Xb-T-Ph1-Z, R-Ph1-2-Xb-T-
Ph3-Z, R-Ph1-2-Xb-G-Ph-Z, R-Ph1-2-Xb-G-Ph1-Z, R-Ph
1-2-Xb-G-Ph3-Z, R-Ph1-2-Xb-J-Ph-Z, R-Ph1-2-Xb-J-Ph
1-Z, R-Ph1-2-Xb-J-Ph3-Z, R-Ph1-G-Xb-Ph-Z, R-Ph1-G-
Xb-Ph1-Z, R-Ph1-G-Xb-Ph3-Z, R-Ph1-G-Xb-VO-Ph-Z, R-
Ph1-G-Xb-VO-Ph1-Z, R-Ph1-G-Xb-VO-Ph3-Z, R-Ph1-G-Xb
-T-Ph-Z, R-Ph1-G-Xb-T-Ph1-Z, R-Ph1-G-Xb-T-Ph3-Z, R
-Ph1-G-Xb-G-Ph-Z, R-Ph1-G-Xb-G-Ph1-Z, R-Ph1-G-Xb-G
-Ph3-Z, R-Ph1-G-Xb-J-Ph-Z, R-Ph1-G-Xb-J-Ph1-Z, RP
h1-G-Xb-J-Ph3-Z, R-Ph1-J-Xb-Ph-Z, R-Ph1-J-Xb-Ph1-
Z, R-Ph1-J-Xb-Ph3-Z, R-Ph1-J-Xb-VO-Ph-Z, R-Ph1-JX
b-VO-Ph1-Z, R-Ph1-J-Xb-VO-Ph3-Z, R-Ph1-J-Xb-T-Ph-
Z, R-Ph1-J-Xb-T-Ph1-Z, R-Ph1-J-Xb-T-Ph3-Z, R-Ph1-J
-Xb-G-Ph-Z, R-Ph1-J-Xb-G-Ph1-Z, R-Ph1-J-Xb-G-Ph3-
Z, R-Ph1-J-Xb-J-Ph-Z, R-Ph1-J-Xb-J-Ph1-Z, R-Ph1-J-
Xb-J-Ph3-Z

R-Ph3-Xa-Ph-Z, R-Ph3-Xa-Ph1-Z, R-Ph3-X
a-Ph3-Z, R-Ph3-Xa-VO-Ph-Z, R-Ph3-Xa-VO-Ph1-Z, R-Ph
3-Xa-VO-Ph3-Z, R-Ph3-Xa-T-Ph-Z, R-Ph3-Xa-T-Ph1-Z,
R-Ph3-Xa-T-Ph3-Z, R-Ph3-Xa-G-Ph-Z, R-Ph3-Xa-G-Ph1-
Z, R-Ph3-Xa-G-Ph3-Z, R-Ph3-Xa-J-Ph-Z, R-Ph3-Xa-JP
h1-Z, R-Ph3-Xa-J-Ph3-Z, R-Ph3-VO-Xa-Ph-Z, R-Ph3-VO
-Xa-Ph1-Z, R-Ph3-VO-Xa-Ph3-Z, R-Ph3-VO-Xa-VO-Ph-
Z, R-Ph3-VO-Xa-VO-Ph1-Z, R-Ph3-VO-Xa-VO-Ph3-Z, RP
h3-VO-Xa-T-Ph-Z, R-Ph3-VO-Xa-T-Ph1-Z, R-Ph3-VO-Xa-
T-Ph3-Z, R-Ph3-VO-Xa-G-Ph-Z, R-Ph3-VO-Xa-G-Ph1-Z,
R-Ph3-VO-Xa-G-Ph3-Z, R-Ph3-VO-Xa-J-Ph-Z, R-Ph3-VO-
Xa-J-Ph1-Z, R-Ph3-VO-Xa-J-Ph3-Z, R-Ph3-2-Xa-Ph-Z,
R-Ph3-2-Xa-Ph1-Z, R-Ph3-2-Xa-Ph3-Z, R-Ph3-2-Xa-VO-
Ph-Z, R-Ph3-2-Xa-VO-Ph1-Z, R-Ph3-2-Xa-VO-Ph3-Z, R-
Ph3-2-Xa-T-Ph-Z, R-Ph3-2-Xa-T-Ph1-Z, R-Ph3-2-Xa-T-
Ph3-Z, R-Ph3-2-Xa-G-Ph-Z, R-Ph3-2-Xa-G-Ph1-Z, R-Ph
3-2-Xa-G-Ph3-Z, R-Ph3-2-Xa-J-Ph-Z, R-Ph3-2-Xa-J-Ph
1-Z, R-Ph3-2-Xa-J-Ph3-Z, R-Ph3-G-Xa-Ph-Z, R-Ph3-G-
Xa-Ph1-Z, R-Ph3-G-Xa-Ph3-Z, R-Ph3-G-Xa-VO-Ph-Z, R-
Ph3-G-Xa-VO-Ph1-Z, R-Ph3-G-Xa-VO-Ph3-Z, R-Ph3-G-Xa
-T-Ph-Z, R-Ph3-G-Xa-T-Ph1-Z, R-Ph3-G-Xa-T-Ph3-Z, R
-Ph3-G-Xa-G-Ph-Z, R-Ph3-G-Xa-G-Ph1-Z, R-Ph3-G-Xa-G
-Ph3-Z, R-Ph3-G-Xa-J-Ph-Z, R-Ph3-G-Xa-J-Ph1-Z, RP
h3-G-Xa-J-Ph3-Z, R-Ph3-J-Xa-Ph-Z, R-Ph3-J-Xa-Ph1-
Z, R-Ph3-J-Xa-Ph3-Z, R-Ph3-J-Xa-VO-Ph-Z, R-Ph3-JX
a-VO-Ph1-Z, R-Ph3-J-Xa-VO-Ph3-Z, R-Ph3-J-Xa-T-Ph-
Z, R-Ph3-J-Xa-T-Ph1-Z, R-Ph3-J-Xa-T-Ph3-Z, R-Ph3-J
-Xa-G-Ph-Z, R-Ph3-J-Xa-G-Ph1-Z, R-Ph3-J-Xa-G-Ph3-
Z, R-Ph3-J-Xa-J-Ph-Z, R-Ph3-J-Xa-J-Ph1-Z, R-Ph3-J-
Xa-J-Ph3-Z, R-Ph3-Xb-Ph-Z, R-Ph3-Xb-Ph1-Z, R-Ph3-X
b-Ph3-Z, R-Ph3-Xb-VO-Ph-Z, R-Ph3-Xb-VO-Ph1-Z, R-Ph
3-Xb-VO-Ph3-Z, R-Ph3-Xb-T-Ph-Z, R-Ph3-Xb-T-Ph1-Z,
R-Ph3-Xb-T-Ph3-Z, R-Ph3-Xb-G-Ph-Z, R-Ph3-Xb-G-Ph1-
Z, R-Ph3-Xb-G-Ph3-Z, R-Ph3-Xb-J-Ph-Z, R-Ph3-Xb-JP
h1-Z, R-Ph3-Xb-J-Ph3-Z, R-Ph3-VO-Xb-Ph-Z, R-Ph3-VO
-Xb-Ph1-Z, R-Ph3-VO-Xb-Ph3-Z, R-Ph3-VO-Xb-VO-Ph-
Z, R-Ph3-VO-Xb-VO-Ph1-Z, R-Ph3-VO-Xb-VO-Ph3-Z, RP
h3-VO-Xb-T-Ph-Z, R-Ph3-VO-Xb-T-Ph1-Z, R-Ph3-VO-Xb-
T-Ph3-Z, R-Ph3-VO-Xb-G-Ph-Z, R-Ph3-VO-Xb-G-Ph1-Z,
R-Ph3-VO-Xb-G-Ph3-Z, R-Ph3-VO-Xb-J-Ph-Z, R-Ph3-VO-
Xb-J-Ph1-Z, R-Ph3-VO-Xb-J-Ph3-Z, R-Ph3-2-Xb-Ph-Z,
R-Ph3-2-Xb-Ph1-Z, R-Ph3-2-Xb-Ph3-Z, R-Ph3-2-Xb-VO-
Ph-Z, R-Ph3-2-Xb-VO-Ph1-Z, R-Ph3-2-Xb-VO-Ph3-Z, R-
Ph3-2-Xb-T-Ph-Z, R-Ph3-2-Xb-T-Ph1-Z, R-Ph3-2-Xb-T-
Ph3-Z, R-Ph3-2-Xb-G-Ph-Z, R-Ph3-2-Xb-G-Ph1-Z, R-Ph
3-2-Xb-G-Ph3-Z, R-Ph3-2-Xb-J-Ph-Z, R-Ph3-2-Xb-J-Ph
1-Z, R-Ph3-2-Xb-J-Ph3-Z, R-Ph3-G-Xb-Ph-Z, R-Ph3-G-
Xb-Ph1-Z, R-Ph3-G-Xb-Ph3-Z, R-Ph3-G-Xb-VO-Ph-Z, R-
Ph3-G-Xb-VO-Ph1-Z, R-Ph3-G-Xb-VO-Ph3-Z, R-Ph3-G-Xb
-T-Ph-Z, R-Ph3-G-Xb-T-Ph1-Z, R-Ph3-G-Xb-T-Ph3-Z, R
-Ph3-G-Xb-G-Ph-Z, R-Ph3-G-Xb-G-Ph1-Z, R-Ph3-G-Xb-G
-Ph3-Z, R-Ph3-G-Xb-J-Ph-Z, R-Ph3-G-Xb-J-Ph1-Z, RP
h3-G-Xb-J-Ph3-Z, R-Ph3-J-Xb-Ph-Z, R-Ph3-J-Xb-Ph1-
Z, R-Ph3-J-Xb-Ph3-Z, R-Ph3-J-Xb-VO-Ph-Z, R-Ph3-JX
b-VO-Ph1-Z, R-Ph3-J-Xb-VO-Ph3-Z, R-Ph3-J-Xb-T-Ph-
Z, R-Ph3-J-Xb-T-Ph1-Z, R-Ph3-J-Xb-T-Ph3-Z, R-Ph3-J
-Xb-G-Ph-Z, R-Ph3-J-Xb-G-Ph1-Z, R-Ph3-J-Xb-G-Ph3-
Z, R-Ph3-J-Xb-J-Ph-Z, R-Ph3-J-Xb-J-Ph1-Z, R-Ph3-J-
Xb-J-Ph3-Z, R-Cy-Cy-Xa-Z, R-Cy-Cy-2-Xa-Z, R-Cy-Cy-
VO-Xa-Z, R-Cy-Cy-T-Xa-Z, R-Cy-Cy-G-Xa-Z, R-Cy-Cy-J
-Xa-Z, R-Cy-Cy-K-Xa-Z, R-Cy-Ph-Xa-Z, R-Cy-Ph-2-Xa-
Z, R-Cy-Ph-VO-Xa-Z, R-Cy-Ph-T-Xa-Z, R-Cy-Ph-G-Xa-
Z, R-Cy-Ph-J-Xa-Z, R-Cy-Ph-K-Xa-Z, R-Cy-Ph1-Xa-Z,
R-Cy-Ph1-2-Xa-Z, R-Cy-Ph1-VO-Xa-Z, R-Cy-Ph1-T-Xa-
Z, R-Cy-Ph1-G-Xa-Z, R-Cy-Ph1-J-Xa-Z, R-Cy-Ph1-K-Xa
-Z, R-Cy-Ph3-Xa-Z, R-Cy-Ph3-2-Xa-Z, R-Cy-Ph3-VO-Xa
-Z, R-Cy-Ph3-T-Xa-Z, R-Cy-Ph3-G-Xa-Z, R-Cy-Ph3-JX
aZ, R-Cy-Ph3-K-Xa-Z, R-Cy-Ph3-Xa-Z, R-Cy-Ph3-2-Xa
-Z, R-Cy-Ph3-VO-Xa-Z, R-Cy-Ph3-T-Xa-Z, R-Cy-Ph3-G-
Xa-Z, R-Cy-Ph3-J-Xa-Z, R-Cy-Ph3-K-Xa-Z,

R-Cy-VO-Cy-Xa-Z, R-Cy-VO-Cy-2-Xa-Z, R-
Cy-VO-Cy-VO-Xa-Z, R-Cy-VO-Cy-T-Xa-Z, R-Cy-VO-Cy-G-
Xa-Z, R-Cy-VO-Cy-J-Xa-Z, R-Cy-VO-Cy-K-Xa-Z, R-Cy-V
O-Ph-Xa-Z, R-Cy-VO-Ph-2-Xa-Z, R-Cy-VO-Ph-VO-Xa-Z,
R-Cy-VO-Ph-T-Xa-Z, R-Cy-VO-Ph-G-Xa-Z, R-Cy-VO-Ph-J
-Xa-Z, R-Cy-VO-Ph-K-Xa-Z, R-Cy-VO-Ph1-Xa-Z, R-Cy-V
O-Ph1-2-Xa-Z, R-Cy-VO-Ph1-VO-Xa-Z, R-Cy-VO-Ph1-TX
aZ, R-Cy-VO-Ph1-G-Xa-Z, R-Cy-VO-Ph1-J-Xa-Z, R-Cy-
VO-Ph1-K-Xa-Z, R-Cy-VO-Ph3-Xa-Z, R-Cy-VO-Ph3-2-Xa-
Z, R-Cy-VO-Ph3-VO-Xa-Z, R-Cy-VO-Ph3-T-Xa-Z, R-Cy-V
O-Ph3-G-Xa-Z, R-Cy-VO-Ph3-J-Xa-Z, R-Cy-VO-Ph3-K-Xa
-Z, R-Cy-VO-Ph3-Xa-Z, R-Cy-VO-Ph3-2-Xa-Z, R-Cy-VO-
Ph3-VO-Xa-Z, R-Cy-VO-Ph3-T-Xa-Z, R-Cy-VO-Ph3-G-Xa-
Z, R-Cy-VO-Ph3-J-Xa-Z, R-Cy-VO-Ph3-K-Xa-Z, R-Cy-2-
Cy-Xa-Z, R-Cy-2-Cy-2-Xa-Z, R-Cy-2-Cy-VO-Xa-Z, R-Cy
-2-Cy-T-Xa-Z, R-Cy-2-Cy-G-Xa-Z, R-Cy-2-Cy-J-Xa-Z,
R-Cy-2-Cy-K-Xa-Z, R-Cy-2-Ph-Xa-Z, R-Cy-2-Ph-2-Xa-
Z, R-Cy-2-Ph-VO-Xa-Z, R-Cy-2-Ph-T-Xa-Z, R-Cy-2-Ph-
G-Xa-Z, R-Cy-2-Ph-J-Xa-Z, R-Cy-2-Ph-K-Xa-Z, R-Cy-2
-Ph1-Xa-Z, R-Cy-2-Ph1-2-Xa-Z, R-Cy-2-Ph1-VO-Xa-Z,
R-Cy-2-Ph1-T-Xa-Z, R-Cy-2-Ph1-G-Xa-Z, R-Cy-2-Ph1-J
-Xa-Z, R-Cy-2-Ph1-K-Xa-Z, R-Cy-2-Ph3-Xa-Z, R-Cy-2-
Ph3-2-Xa-Z, R-Cy-2-Ph3-VO-Xa-Z, R-Cy-2-Ph3-T-Xa-
Z, R-Cy-2-Ph3-G-Xa-Z, R-Cy-2-Ph3-J-Xa-Z, R-Cy-2-Ph
3-K-Xa-Z, R-Cy-2-Ph3-Xa-Z, R-Cy-2-Ph3-2-Xa-Z, R-Cy
-2-Ph3-VO-Xa-Z, R-Cy-2-Ph3-T-Xa-Z, R-Cy-2-Ph3-G-Xa
-Z, R-Cy-2-Ph3-J-Xa-Z, R-Cy-2-Ph3-K-Xa-Z, R-Cy-JC
y-Xa-Z, R-Cy-J-Cy-2-Xa-Z, R-Cy-J-Cy-VO-Xa-Z, R-Cy-
J-Cy-T-Xa-Z, R-Cy-J-Cy-G-Xa-Z, R-Cy-J-Cy-J-Xa-Z, R
-Cy-J-Cy-K-Xa-Z, R-Cy-J-Ph-Xa-Z, R-Cy-J-Ph-2-Xa-
Z, R-Cy-J-Ph-VO-Xa-Z, R-Cy-J-Ph-T-Xa-Z, R-Cy-J-Ph-
G-Xa-Z, R-Cy-J-Ph-J-Xa-Z, R-Cy-J-Ph-K-Xa-Z, R-Cy-J
-Ph1-Xa-Z, R-Cy-J-Ph1-2-Xa-Z, R-Cy-J-Ph1-VO-Xa-Z,
R-Cy-J-Ph1-T-Xa-Z, R-Cy-J-Ph1-G-Xa-Z, R-Cy-J-Ph1-J
-Xa-Z, R-Cy-J-Ph1-K-Xa-Z, R-Cy-J-Ph3-Xa-Z, R-Cy-J-
Ph3-2-Xa-Z, R-Cy-J-Ph3-VO-Xa-Z, R-Cy-J-Ph3-T-Xa-
Z, R-Cy-J-Ph3-G-Xa-Z, R-Cy-J-Ph3-J-Xa-Z, R-Cy-J-Ph
3-K-Xa-Z, R-Cy-J-Ph3-Xa-Z, R-Cy-J-Ph3-2-Xa-Z, R-Cy
-J-Ph3-VO-Xa-Z, R-Cy-J-Ph3-T-Xa-Z, R-Cy-J-Ph3-G-Xa
-Z, R-Cy-J-Ph3-J-Xa-Z,

[Figure 1] R-Cy-J-Ph3-K-Xa-Z, R-Ph-Cy-Xa-Z, R-Ph-Cy-2
-Xa-Z, R-Ph-Cy-VO-Xa-Z, R-Ph-Cy-T-Xa-Z, R-Ph-Cy-G-
Xa-Z, R-Ph-Cy-J-Xa-Z, R-Ph-Cy-K-Xa-Z, R-Ph-Ph-Xa-
Z, R-Ph-Ph-2-Xa-Z, R-Ph-Ph-VO-Xa-Z, R-Ph-Ph-T-Xa-
Z, R-Ph-Ph-G-Xa-Z, R-Ph-Ph-J-Xa-Z, R-Ph-Ph-K-Xa-
Z, R-Ph-Ph1-Xa-Z, R-Ph-Ph1-2-Xa-Z, R-Ph-Ph1-VO-Xa-
Z, R-Ph-Ph1-T-Xa-Z, R-Ph-Ph1-G-Xa-Z, R-Ph-Ph1-J-Xa
-Z, R-Ph-Ph1-K-Xa-Z, R-Ph-Ph3-Xa-Z, R-Ph-Ph3-2-Xa-
Z, R-Ph-Ph3-VO-Xa-Z, R-Ph-Ph3-T-Xa-Z, R-Ph-Ph3-GX
aZ, R-Ph-Ph3-J-Xa-Z, R-Ph-Ph3-K-Xa-Z, R-Ph-Ph3-Xa
-Z, R-Ph-Ph3-2-Xa-Z, R-Ph-Ph3-VO-Xa-Z, R-Ph-Ph3-T-
Xa-Z, R-Ph-Ph3-G-Xa-Z, R-Ph-Ph3-J-Xa-Z, R-Ph-Ph3-K
-Xa-Z, R-Ph-VO-Cy-Xa-Z, R-Ph-VO-Cy-2-Xa-Z, R-Ph-VO
-Cy-VO-Xa-Z, R-Ph-VO-Cy-T-Xa-Z, R-Ph-VO-Cy-G-Xa-
Z, R-Ph-VO-Cy-J-Xa-Z, R-Ph-VO-Cy-K-Xa-Z, R-Ph-VO-P
h-Xa-Z, R-Ph-VO-Ph-2-Xa-Z, R-Ph-VO-Ph-VO-Xa-Z, RP
h-VO-Ph-T-Xa-Z, R-Ph-VO-Ph-G-Xa-Z, R-Ph-VO-Ph-J-Xa
-Z, R-Ph-VO-Ph-K-Xa-Z, R-Ph-VO-Ph1-Xa-Z, R-Ph-VO-P
h1-2-Xa-Z, R-Ph-VO-Ph1-VO-Xa-Z, R-Ph-VO-Ph1-T-Xa-
Z, R-Ph-VO-Ph1-G-Xa-Z, R-Ph-VO-Ph1-J-Xa-Z, R-Ph-VO
-Ph1-K-Xa-Z, R-Ph-VO-Ph3-Xa-Z, R-Ph-VO-Ph3-2-Xa-
Z, R-Ph-VO-Ph3-VO-Xa-Z, R-Ph-VO-Ph3-T-Xa-Z, R-Ph-V
O-Ph3-G-Xa-Z, R-Ph-VO-Ph3-J-Xa-Z, R-Ph-VO-Ph3-K-Xa
-Z, R-Ph-VO-Ph3-Xa-Z, R-Ph-VO-Ph3-2-Xa-Z, R-Ph-VO-
Ph3-VO-Xa-Z, R-Ph-VO-Ph3-T-Xa-Z, R-Ph-VO-Ph3-G-Xa-
Z, R-Ph-VO-Ph3-J-Xa-Z, R-Ph-VO-Ph3-K-Xa-Z, R-Ph-2-
Cy-Xa-Z, R-Ph-2-Cy-2-Xa-Z, R-Ph-2-Cy-VO-Xa-Z, R-Ph
-2-Cy-T-Xa-Z, R-Ph-2-Cy-G-Xa-Z, R-Ph-2-Cy-J-Xa-Z,
R-Ph-2-Cy-K-Xa-Z, R-Ph-2-Ph-Xa-Z, R-Ph-2-Ph-2-Xa-
Z, R-Ph-2-Ph-VO-Xa-Z, R-Ph-2-Ph-T-Xa-Z, R-Ph-2-Ph-
G-Xa-Z, R-Ph-2-Ph-J-Xa-Z, R-Ph-2-Ph-K-Xa-Z, R-Ph-2
-Ph1-Xa-Z, R-Ph-2-Ph1-2-Xa-Z, R-Ph-2-Ph1-VO-Xa-Z,
R-Ph-2-Ph1-T-Xa-Z, R-Ph-2-Ph1-G-Xa-Z, R-Ph-2-Ph1-J
-Xa-Z, R-Ph-2-Ph1-K-Xa-Z, R-Ph-2-Ph3-Xa-Z, R-Ph-2-
Ph3-2-Xa-Z, R-Ph-2-Ph3-VO-Xa-Z, R-Ph-2-Ph3-T-Xa-
Z, R-Ph-2-Ph3-G-Xa-Z, R-Ph-2-Ph3-J-Xa-Z, R-Ph-2-Ph
3-K-Xa-Z, R-Ph-2-Ph3-Xa-Z, R-Ph-2-Ph3-2-Xa-Z, R-Ph
-2-Ph3-VO-Xa-Z, R-Ph-2-Ph3-T-Xa-Z, R-Ph-2-Ph3-G-Xa
-Z, R-Ph-2-Ph3-J-Xa-Z, R-Ph-2-Ph3-K-Xa-Z, R-Ph-JC
y-Xa-Z, R-Ph-J-Cy-2-Xa-Z, R-Ph-J-Cy-VO-Xa-Z, R-Ph-
J-Cy-T-Xa-Z, R-Ph-J-Cy-G-Xa-Z, R-Ph-J-Cy-J-Xa-Z, R
-Ph-J-Cy-K-Xa-Z, R-Ph-J-Ph-Xa-Z, R-Ph-J-Ph-2-Xa-
Z, R-Ph-J-Ph-VO-Xa-Z, R-Ph-J-Ph-T-Xa-Z, R-Ph-J-Ph-
G-Xa-Z, R-Ph-J-Ph-J-Xa-Z, R-Ph-J-Ph-K-Xa-Z, R-Ph-J
-Ph1-Xa-Z, R-Ph-J-Ph1-2-Xa-Z, R-Ph-J-Ph1-VO-Xa-Z,
R-Ph-J-Ph1-T-Xa-Z, R-Ph-J-Ph1-G-Xa-Z, R-Ph-J-Ph1-J
-Xa-Z, R-Ph-J-Ph1-K-Xa-Z, R-Ph-J-Ph3-Xa-Z, R-Ph-J-
Ph3-2-Xa-Z, R-Ph-J-Ph3-VO-Xa-Z, R-Ph-J-Ph3-T-Xa-
Z, R-Ph-J-Ph3-G-Xa-Z, R-Ph-J-Ph3-J-Xa-Z, R-Ph-J-Ph
3-K-Xa-Z, R-Ph-J-Ph3-Xa-Z, R-Ph-J-Ph3-2-Xa-Z, R-Ph
-J-Ph3-VO-Xa-Z, R-Ph-J-Ph3-T-Xa-Z, R-Ph-J-Ph3-G-Xa
-Z, R-Ph-J-Ph3-J-Xa-Z, R-Ph-J-Ph3-K-Xa-Z, R-Ph3-Cy
-Xa-Z, R-Ph3-Cy-2-Xa-Z, R-Ph3-Cy-VO-Xa-Z, R-Ph3-Cy
-T-Xa-Z, R-Ph3-Cy-G-Xa-Z, R-Ph3-Cy-J-Xa-Z, R-Ph3-C
yK-Xa-Z, R-Ph3-Ph-Xa-Z, R-Ph3-Ph-2-Xa-Z, R-Ph3-Ph
-VO-Xa-Z, R-Ph3-Ph-T-Xa-Z, R-Ph3-Ph-G-Xa-Z, R-Ph3-
Ph-J-Xa-Z, R-Ph3-Ph-K-Xa-Z, R-Ph3-Ph1-Xa-Z, R-Ph3-
Ph1-2-Xa-Z, R-Ph3-Ph1-VO-Xa-Z, R-Ph3-Ph1-T-Xa-Z, R
-Ph3-Ph1-G-Xa-Z, R-Ph3-Ph1-J-Xa-Z, R-Ph3-Ph1-K-Xa-
Z, R-Ph3-Ph3-Xa-Z, R-Ph3-Ph3-2-Xa-Z, R-Ph3-Ph3-VO-
Xa-Z, R-Ph3-Ph3-T-Xa-Z, R-Ph3-Ph3-G-Xa-Z, R-Ph3-Ph
3-J-Xa-Z, R-Ph3-Ph3-K-Xa-Z, R-Ph3-Ph3-Xa-Z, R-Ph3-
Ph3-2-Xa-Z, R-Ph3-Ph3-VO-Xa-Z, R-Ph3-Ph3-T-Xa-Z, R
-Ph3-Ph3-G-Xa-Z, R-Ph3-Ph3-J-Xa-Z, R-Ph3-Ph3-K-Xa-
Z,

R-Ph3-VO-Cy-Xa-Z, R-Ph3-VO-Cy-2-Xa-Z,
R-Ph3-VO-Cy-VO-Xa-Z, R-Ph3-VO-Cy-T-Xa-Z, R-Ph3-VO-
Cy-G-Xa-Z, R-Ph3-VO-Cy-J-Xa-Z, R-Ph3-VO-Cy-K-Xa-
Z, R-Ph3-VO-Ph-Xa-Z, R-Ph3-VO-Ph-2-Xa-Z, R-Ph3-VO-
Ph-VO-Xa-Z, R-Ph3-VO-Ph-T-Xa-Z, R-Ph3-VO-Ph-G-Xa-
Z, R-Ph3-VO-Ph-J-Xa-Z, R-Ph3-VO-Ph-K-Xa-Z, R-Ph3-V
O-Ph1-Xa-Z, R-Ph3-VO-Ph1-2-Xa-Z, R-Ph3-VO-Ph1-VO-X
aZ, R-Ph3-VO-Ph1-T-Xa-Z, R-Ph3-VO-Ph1-G-Xa-Z, RP
h3-VO-Ph1-J-Xa-Z, R-Ph3-VO-Ph1-K-Xa-Z, R-Ph3-VO-Ph
3-Xa-Z, R-Ph3-VO-Ph3-2-Xa-Z, R-Ph3-VO-Ph3-VO-Xa-
Z, R-Ph3-VO-Ph3-T-Xa-Z, R-Ph3-VO-Ph3-G-Xa-Z, R-Ph3
-VO-Ph3-J-Xa-Z, R-Ph3-VO-Ph3-K-Xa-Z, R-Ph3-VO-Ph3-
Xa-Z, R-Ph3-VO-Ph3-2-Xa-Z, R-Ph3-VO-Ph3-VO-Xa-Z, R
-Ph3-VO-Ph3-T-Xa-Z, R-Ph3-VO-Ph3-G-Xa-Z, R-Ph3-VO-
Ph3-J-Xa-Z, R-Ph3-VO-Ph3-K-Xa-Z, R-Ph3-2-Cy-Xa-Z,
R-Ph3-2-Cy-2-Xa-Z, R-Ph3-2-Cy-VO-Xa-Z, R-Ph3-2-Cy-
T-Xa-Z, R-Ph3-2-Cy-G-Xa-Z, R-Ph3-2-Cy-J-Xa-Z, R-Ph
3-2-Cy-K-Xa-Z, R-Ph3-2-Ph-Xa-Z, R-Ph3-2-Ph-2-Xa-
Z, R-Ph3-2-Ph-VO-Xa-Z, R-Ph3-2-Ph-T-Xa-Z, R-Ph3-2-
Ph-G-Xa-Z, R-Ph3-2-Ph-J-Xa-Z, R-Ph3-2-Ph-K-Xa-Z, R
-Ph3-2-Ph1-Xa-Z, R-Ph3-2-Ph1-2-Xa-Z, R-Ph3-2-Ph1-V
O-Xa-Z, R-Ph3-2-Ph1-T-Xa-Z, R-Ph3-2-Ph1-G-Xa-Z, R-
Ph3-2-Ph1-J-Xa-Z, R-Ph3-2-Ph1-K-Xa-Z, R-Ph3-2-Ph3-
Xa-Z, R-Ph3-2-Ph3-2-Xa-Z, R-Ph3-2-Ph3-VO-Xa-Z, RP
h3-2-Ph3-T-Xa-Z, R-Ph3-2-Ph3-G-Xa-Z, R-Ph3-2-Ph3-J
-Xa-Z, R-Ph3-2-Ph3-K-Xa-Z, R-Ph3-2-Ph3-Xa-Z, R-Ph3
-2-Ph3-2-Xa-Z, R-Ph3-2-Ph3-VO-Xa-Z, R-Ph3-2-Ph3-T-
Xa-Z, R-Ph3-2-Ph3-G-Xa-Z, R-Ph3-2-Ph3-J-Xa-Z, R-Ph
3-2-Ph3-K-Xa-Z, R-Ph3-J-Cy-Xa-Z, R-Ph3-J-Cy-2-Xa-
Z, R-Ph3-J-Cy-VO-Xa-Z, R-Ph3-J-Cy-T-Xa-Z, R-Ph3-J-
Cy-G-Xa-Z, R-Ph3-J-Cy-J-Xa-Z, R-Ph3-J-Cy-K-Xa-Z, R
-Ph3-J-Ph-Xa-Z, R-Ph3-J-Ph-2-Xa-Z, R-Ph3-J-Ph-VO-X
aZ, R-Ph3-J-Ph-T-Xa-Z, R-Ph3-J-Ph-G-Xa-Z, R-Ph3-J
-Ph-J-Xa-Z, R-Ph3-J-Ph-K-Xa-Z, R-Ph3-J-Ph1-Xa-Z, R
-Ph3-J-Ph1-2-Xa-Z, R-Ph3-J-Ph1-VO-Xa-Z, R-Ph3-J-Ph
1-T-Xa-Z, R-Ph3-J-Ph1-G-Xa-Z, R-Ph3-J-Ph1-J-Xa-Z,
R-Ph3-J-Ph1-K-Xa-Z, R-Ph3-J-Ph3-Xa-Z, R-Ph3-J-Ph3-
2-Xa-Z, R-Ph3-J-Ph3-VO-Xa-Z, R-Ph3-J-Ph3-T-Xa-Z, R
-Ph3-J-Ph3-G-Xa-Z, R-Ph3-J-Ph3-J-Xa-Z, R-Ph3-J-Ph3
-K-Xa-Z, R-Ph3-J-Ph3-Xa-Z, R-Ph3-J-Ph3-2-Xa-Z, RP
h3-J-Ph3-VO-Xa-Z, R-Ph3-J-Ph3-T-Xa-Z, R-Ph3-J-Ph3-
G-Xa-Z, R-Ph3-J-Ph3-J-Xa-Z, R-Ph3-J-Ph3-K-Xa-Z, R-
By-Cy-Xa-Z, R-By-Cy-2-Xa-Z, R-By-Cy-VO-Xa-Z, R-By-
Cy-T-Xa-Z, R-By-Cy-G-Xa-Z, R-By-Cy-J-Xa-Z, R-By-Cy
-K-Xa-Z, R-By-Ph-Xa-Z, R-By-Ph-2-Xa-Z, R-By-Ph-VO-
Xa-Z, R-By-Ph-T-Xa-Z, R-By-Ph-G-Xa-Z, R-By-Ph-J-Xa
-Z, R-By-Ph-K-Xa-Z, R-By-Ph1-Xa-Z, R-By-Ph1-2-Xa-
Z, R-By-Ph1-VO-Xa-Z, R-By-Ph1-T-Xa-Z, R-By-Ph1-GX
aZ, R-By-Ph1-J-Xa-Z, R-By-Ph1-K-Xa-Z, R-By-Ph3-Xa
-Z, R-By-Ph3-2-Xa-Z, R-By-Ph3-VO-Xa-Z, R-By-Ph3-T-
Xa-Z, R-By-Ph3-G-Xa-Z, R-By-Ph3-J-Xa-Z, R-By-Ph3-K
-Xa-Z, R-By-Ph3-Xa-Z, R-By-Ph3-2-Xa-Z, R-By-Ph3-VO
-Xa-Z, R-By-Ph3-T-Xa-Z, R-By-Ph3-G-Xa-Z, R-By-Ph3-
J-Xa-Z,

R-By-Ph3-K-Xa-Z, R-By-VO-Cy-Xa-Z, R-By
-VO-Cy-2-Xa-Z, R-By-VO-Cy-VO-Xa-Z, R-By-VO-Cy-T-Xa
-Z, R-By-VO-Cy-G-Xa-Z, R-By-VO-Cy-J-Xa-Z, R-By-VO-
Cy-K-Xa-Z, R-By-VO-Ph-Xa-Z, R-By-VO-Ph-2-Xa-Z, RB
y-VO-Ph-VO-Xa-Z, R-By-VO-Ph-T-Xa-Z, R-By-VO-Ph-GX
aZ, R-By-VO-Ph-J-Xa-Z, R-By-VO-Ph-K-Xa-Z, R-By-VO
-Ph1-Xa-Z, R-By-VO-Ph1-2-Xa-Z, R-By-VO-Ph1-VO-Xa-
Z, R-By-VO-Ph1-T-Xa-Z, R-By-VO-Ph1-G-Xa-Z, R-By-VO
-Ph1-J-Xa-Z, R-By-VO-Ph1-K-Xa-Z, R-By-VO-Ph3-Xa-
Z, R-By-VO-Ph3-2-Xa-Z, R-By-VO-Ph3-VO-Xa-Z, R-By-V
O-Ph3-T-Xa-Z, R-By-VO-Ph3-G-Xa-Z, R-By-VO-Ph3-J-Xa
-Z, R-By-VO-Ph3-K-Xa-Z, R-By-VO-Ph3-Xa-Z, R-By-VO-
Ph3-2-Xa-Z, R-By-VO-Ph3-VO-Xa-Z, R-By-VO-Ph3-T-Xa-
Z, R-By-VO-Ph3-G-Xa-Z, R-By-VO-Ph3-J-Xa-Z, R-By-VO
-Ph3-K-Xa-Z, R-By-2-Cy-Xa-Z, R-By-2-Cy-2-Xa-Z, RB
y-2-Cy-VO-Xa-Z, R-By-2-Cy-T-Xa-Z, R-By-2-Cy-G-Xa-
Z, R-By-2-Cy-J-Xa-Z, R-By-2-Cy-K-Xa-Z, R-By-2-Ph-X
aZ, R-By-2-Ph-2-Xa-Z, R-By-2-Ph-VO-Xa-Z, R-By-2-P
hT-Xa-Z, R-By-2-Ph-G-Xa-Z, R-By-2-Ph-J-Xa-Z, R-By
-2-Ph-K-Xa-Z, R-By-2-Ph1-Xa-Z, R-By-2-Ph1-2-Xa-Z,
R-By-2-Ph1-VO-Xa-Z, R-By-2-Ph1-T-Xa-Z, R-By-2-Ph1-
G-Xa-Z, R-By-2-Ph1-J-Xa-Z, R-By-2-Ph1-K-Xa-Z, R-By
-2-Ph3-Xa-Z, R-By-2-Ph3-2-Xa-Z, R-By-2-Ph3-VO-Xa-
Z, R-By-2-Ph3-T-Xa-Z, R-By-2-Ph3-G-Xa-Z, R-By-2-Ph
3-J-Xa-Z, R-By-2-Ph3-K-Xa-Z, R-By-2-Ph3-Xa-Z, R-By
-2-Ph3-2-Xa-Z, R-By-2-Ph3-VO-Xa-Z, R-By-2-Ph3-T-Xa
-Z, R-By-2-Ph3-G-Xa-Z, R-By-2-Ph3-J-Xa-Z, R-By-2-P
h3-K-Xa-Z, R-By-J-Cy-Xa-Z, R-By-J-Cy-2-Xa-Z, R-By-
J-Cy-VO-Xa-Z, R-By-J-Cy-T-Xa-Z, R-By-J-Cy-G-Xa-Z,
R-By-J-Cy-J-Xa-Z, R-By-J-Cy-K-Xa-Z, R-By-J-Ph-Xa-
Z, R-By-J-Ph-2-Xa-Z, R-By-J-Ph-VO-Xa-Z, R-By-J-Ph-
T-Xa-Z, R-By-J-Ph-G-Xa-Z, R-By-J-Ph-J-Xa-Z, R-By-J
-Ph-K-Xa-Z, R-By-J-Ph1-Xa-Z, R-By-J-Ph1-2-Xa-Z, R-
By-J-Ph1-VO-Xa-Z, R-By-J-Ph1-T-Xa-Z, R-By-J-Ph1-G-
Xa-Z, R-By-J-Ph1-J-Xa-Z, R-By-J-Ph1-K-Xa-Z, R-By-J
-Ph3-Xa-Z, R-By-J-Ph3-2-Xa-Z, R-By-J-Ph3-VO-Xa-Z,
R-By-J-Ph3-T-Xa-Z, R-By-J-Ph3-G-Xa-Z, R-By-J-Ph3-J
-Xa-Z, R-By-J-Ph3-K-Xa-Z, R-By-J-Ph3-Xa-Z, R-By-J-
Ph3-2-Xa-Z, R-By-J-Ph3-VO-Xa-Z,

R-By-J-Ph3-T-Xa-Z, R-By-J-Ph3-G-Xa-Z,
R-By-J-Ph3-J-Xa-Z, R-By-J-Ph3-K-Xa-Z, R-Cy-2-Cy-2-
Xa-T-Ph-Z, R-Cy-2-Cy-2-Xa-T-Ph1-Z, R-Cy-2-Cy-2-Xa-
T-Ph3-Z, R-Cy-2-Cy-J-Xa-T-Ph-Z, R-Cy-2-Cy-J-Xa-TP
h1-Z, R-Cy-2-Cy-J-Xa-T-Ph3-Z, R-Cy-2-Cy-Xa-T-Ph-
Z, R-Cy-2-Cy-Xa-T-Ph1-Z, R-Cy-2-Cy-Xa-T-Ph3-Z, RC
y-Cy-2-Xa-T-Ph-Z, R-Cy-Cy-2-Xa-T-Ph1-Z, R-Cy-Cy-2-
Xa-T-Ph3-Z, R-Cy-Cy-J-Xa-T-Ph-Z, R-Cy-Cy-J-Xa-T-Ph
1-Z, R-Cy-Cy-J-Xa-T-Ph3-Z, R-Cy-Cy-Xa-T-Ph-Z, R-Cy
-Cy-Xa-T-Ph1-Z, R-Cy-Cy-Xa-T-Ph3-Z, R-Cy-2-Cy-2-Xa
-VO-Ph-Z, R-Cy-2-Cy-2-Xa-VO-Ph1-Z, R-Cy-2-Cy-2-Xa-
VO-Ph3-Z, R-Cy-2-Cy-J-Xa-VO-Ph-Z, R-Cy-2-Cy-J-Xa-V
O-Ph1-Z, R-Cy-2-Cy-J-Xa-VO-Ph3-Z, R-Cy-2-Cy-Xa-VO-
Ph-Z, R-Cy-2-Cy-Xa-VO-Ph1-Z, R-Cy-2-Cy-Xa-VO-Ph3-
Z, R-Cy-Cy-2-Xa-VO-Ph-Z, R-Cy-Cy-2-Xa-VO-Ph1-Z, R-
Cy-Cy-2-Xa-VO-Ph3-Z, R-Cy-Cy-J-Xa-VO-Ph-Z, R-Cy-Cy
-J-Xa-VO-Ph1-Z, R-Cy-Cy-J-Xa-VO-Ph3-Z, R-Cy-Cy-Xa-
VO-Ph-Z, R-Cy-Cy-Xa-VO-Ph1-Z, R-Cy-Cy-Xa-VO-Ph3-
Z, R-Cy-2-Cy-2-Xa-Cy-Z, R-Cy-2-Cy-2-Xa-Ph-Z, R-Cy-
2-Cy-2-Xa-Ph1-Z, R-Cy-2-Cy-2-Xa-Ph3-Z, R-Cy-2-Cy-J
-Xa-Cy-Z, R-Cy-2-Cy-J-Xa-Ph-Z, R-Cy-2-Cy-J-Xa-Ph1-
Z, R-Cy-2-Cy-J-Xa-Ph3-Z, R-Cy-2-Cy-Xa-Cy-Z, R-Cy-2
-Cy-Xa-Ph-Z, R-Cy-2-Cy-Xa-Ph1-Z, R-Cy-2-Cy-Xa-Ph3-
Z, R-Cy-Cy-2-Xa-Cy-Z, R-Cy-Cy-2-Xa-Ph-Z, R-Cy-Cy-2
-Xa-Ph1-Z, R-Cy-Cy-2-Xa-Ph3-Z, R-Cy-Cy-J-Xa-Cy-Z,
R-Cy-Cy-J-Xa-Ph-Z, R-Cy-Cy-J-Xa-Ph1-Z, R-Cy-Cy-JX
a-Ph3-Z, R-Cy-Cy-Xa-Cy-Z, R-Cy-Cy-Xa-Ph-Z, R-Cy-Cy
-Xa-Ph1-Z, R-Cy-Cy-Xa-Ph3-Z, R-Cy-2-Ph-2-Xa-T-Ph-
Z, R-Cy-2-Ph-2-Xa-T-Ph1-Z, R-Cy-2-Ph-2-Xa-T-Ph3-
Z, R-Cy-2-Ph-T-Xa-T-Ph-Z, R-Cy-2-Ph-T-Xa-T-Ph1-Z,
R-Cy-2-Ph-T-Xa-T-Ph3-Z, R-Cy-2-Ph-Xa-T-Ph-Z, R-Cy-
2-Ph-Xa-T-Ph1-Z, R-Cy-2-Ph-Xa-T-Ph3-Z, R-Cy-T-Ph-2
-Xa-T-Ph-Z, R-Cy-T-Ph-2-Xa-T-Ph1-Z, R-Cy-T-Ph-2-Xa
-T-Ph3-Z, R-Cy-T-Ph-T-Xa-T-Ph-Z, R-Cy-T-Ph-T-Xa-T-
Ph1-Z, R-Cy-T-Ph-T-Xa-T-Ph3-Z, R-Cy-T-Ph-Xa-T-Ph-
Z, R-Cy-T-Ph-Xa-T-Ph1-Z, R-Cy-T-Ph-Xa-T-Ph3-Z, RC
y-Ph-2-Xa-T-Ph-Z, R-Cy-Ph-2-Xa-T-Ph1-Z, R-Cy-Ph-2-
Xa-T-Ph3-Z, R-Cy-Ph-T-Xa-T-Ph-Z, R-Cy-Ph-T-Xa-T-Ph
1-Z, R-Cy-Ph-T-Xa-T-Ph3-Z, R-Cy-Ph-Xa-T-Ph-Z, R-Cy
-Ph-Xa-T-Ph1-Z, R-Cy-Ph-Xa-T-Ph3-Z, R-Cy-2-Ph-2-Xa
-VO-Ph-Z, R-Cy-2-Ph-2-Xa-VO-Ph1-Z, R-Cy-2-Ph-2-Xa-
VO-Ph3-Z, R-Cy-2-Ph-T-Xa-VO-Ph-Z, R-Cy-2-Ph-T-Xa-V
O-Ph1-Z, R-Cy-2-Ph-T-Xa-VO-Ph3-Z, R-Cy-2-Ph-Xa-VO-
Ph-Z, R-Cy-2-Ph-Xa-VO-Ph1-Z, R-Cy-2-Ph-Xa-VO-Ph3-
Z, R-Cy-T-Ph-2-Xa-VO-Ph-Z, R-Cy-T-Ph-2-Xa-VO-Ph1-
Z, R-Cy-T-Ph-2-Xa-VO-Ph3-Z, R-Cy-T-Ph-T-Xa-VO-Ph-
Z, R-Cy-T-Ph-T-Xa-VO-Ph1-Z, R-Cy-T-Ph-T-Xa-VO-Ph3-
Z, R-Cy-T-Ph-Xa-VO-Ph-Z, R-Cy-T-Ph-Xa-VO-Ph1-Z, R-
Cy-T-Ph-Xa-VO-Ph3-Z, R-Cy-Ph-2-Xa-VO-Ph-Z, R-Cy-Ph
-2-Xa-VO-Ph1-Z, R-Cy-Ph-2-Xa-VO-Ph3-Z, R-Cy-Ph-TX
a-VO-Ph-Z, R-Cy-Ph-T-Xa-VO-Ph1-Z, R-Cy-Ph-T-Xa-VO-
Ph3-Z, R-Cy-Ph-Xa-VO-Ph-Z, R-Cy-Ph-Xa-VO-Ph1-Z, R-
Cy-Ph-Xa-VO-Ph3-Z, R-Cy-2-Ph-2-Xa-Cy-Z, R-Cy-2-Ph-
2-Xa-Ph-Z, R-Cy-2-Ph-2-Xa-Ph1-Z, R-Cy-2-Ph-2-Xa-Ph
3-Z, R-Cy-2-Ph-T-Xa-Cy-Z, R-Cy-2-Ph-T-Xa-Ph-Z, RC
y-2-Ph-T-Xa-Ph1-Z, R-Cy-2-Ph-T-Xa-Ph3-Z, R-Cy-2-Ph
-Xa-Cy-Z, R-Cy-2-Ph-Xa-Ph-Z, R-Cy-2-Ph-Xa-Ph1-Z, R
-Cy-2-Ph-Xa-Ph3-Z, R-Cy-T-Ph-2-Xa-Cy-Z, R-Cy-T-Ph-
2-Xa-Ph-Z, R-Cy-T-Ph-2-Xa-Ph1-Z, R-Cy-T-Ph-2-Xa-Ph
3-Z, R-Cy-T-Ph-T-Xa-Cy-Z, R-Cy-T-Ph-T-Xa-Ph-Z, RC
yT-Ph-T-Xa-Ph1-Z, R-Cy-T-Ph-T-Xa-Ph3-Z, R-Cy-T-Ph
-Xa-Cy-Z, R-Cy-T-Ph-Xa-Ph-Z, R-Cy-T-Ph-Xa-Ph1-Z, R
-Cy-T-Ph-Xa-Ph3-Z, R-Cy-Ph-2-Xa-Cy-Z, R-Cy-Ph-2-Xa
-Ph-Z, R-Cy-Ph-2-Xa-Ph1-Z, R-Cy-Ph-2-Xa-Ph3-Z,

R-Cy-Ph-T-Xa-Cy-Z, R-Cy-Ph-T-Xa-Ph-Z,
R-Cy-Ph-T-Xa-Ph1-Z, R-Cy-Ph-T-Xa-Ph3-Z, R-Cy-Ph-Xa
-Cy-Z, R-Cy-Ph-Xa-Ph-Z, R-Cy-Ph-Xa-Ph1-Z, R-Cy-Ph-
Xa-Ph3-Z, R-Cy-2-Ph1-2-Xa-T-Ph-Z, R-Cy-2-Ph1-2-Xa-
T-Ph1-Z, R-Cy-2-Ph1-2-Xa-T-Ph3-Z, R-Cy-2-Ph1-T-Xa-
T-Ph-Z, R-Cy-2-Ph1-T-Xa-T-Ph1-Z, R-Cy-2-Ph1-T-Xa-T
-Ph3-Z, R-Cy-2-Ph1-Xa-T-Ph-Z, R-Cy-2-Ph1-Xa-T-Ph1-
Z, R-Cy-2-Ph1-Xa-T-Ph3-Z, R-Cy-T-Ph1-2-Xa-T-Ph-Z,
R-Cy-T-Ph1-2-Xa-T-Ph1-Z, R-Cy-T-Ph1-2-Xa-T-Ph3-Z,
R-Cy-T-Ph1-T-Xa-T-Ph-Z, R-Cy-T-Ph1-T-Xa-T-Ph1-Z, R
-Cy-T-Ph1-T-Xa-T-Ph3-Z, R-Cy-T-Ph1-Xa-T-Ph-Z, R-Cy
-T-Ph1-Xa-T-Ph1-Z, R-Cy-T-Ph1-Xa-T-Ph3-Z, R-Cy-Ph1
-2-Xa-T-Ph-Z, R-Cy-Ph1-2-Xa-T-Ph1-Z, R-Cy-Ph1-2-Xa
-T-Ph3-Z, R-Cy-Ph1-T-Xa-T-Ph-Z, R-Cy-Ph1-T-Xa-T-Ph
1-Z, R-Cy-Ph1-T-Xa-T-Ph3-Z, R-Cy-Ph1-Xa-T-Ph-Z, R-
Cy-Ph1-Xa-T-Ph1-Z, R-Cy-Ph1-Xa-T-Ph3-Z, R-Cy-2-Ph1
-2-Xa-VO-Ph-Z, R-Cy-2-Ph1-2-Xa-VO-Ph1-Z, R-Cy-2-Ph
1-2-Xa-VO-Ph3-Z, R-Cy-2-Ph1-T-Xa-VO-Ph-Z, R-Cy-2-P
h1-T-Xa-VO-Ph1-Z, R-Cy-2-Ph1-T-Xa-VO-Ph3-Z, R-Cy-2
-Ph1-Xa-VO-Ph-Z, R-Cy-2-Ph1-Xa-VO-Ph1-Z, R-Cy-2-Ph
1-Xa-VO-Ph3-Z, R-Cy-T-Ph1-2-Xa-VO-Ph-Z, R-Cy-T-Ph1
-2-Xa-VO-Ph1-Z, R-Cy-T-Ph1-2-Xa-VO-Ph3-Z, R-Cy-TP
h1-T-Xa-VO-Ph-Z, R-Cy-T-Ph1-T-Xa-VO-Ph1-Z, R-Cy-T-
Ph1-T-Xa-VO-Ph3-Z, R-Cy-T-Ph1-Xa-VO-Ph-Z, R-Cy-TP
h1-Xa-VO-Ph1-Z, R-Cy-T-Ph1-Xa-VO-Ph3-Z, R-Cy-Ph1-2
-Xa-VO-Ph-Z, R-Cy-Ph1-2-Xa-VO-Ph1-Z, R-Cy-Ph1-2-Xa
-VO-Ph3-Z, R-Cy-Ph1-T-Xa-VO-Ph-Z, R-Cy-Ph1-T-Xa-VO
-Ph1-Z, R-Cy-Ph1-T-Xa-VO-Ph3-Z, R-Cy-Ph1-Xa-VO-Ph-
Z, R-Cy-Ph1-Xa-VO-Ph1-Z, R-Cy-Ph1-Xa-VO-Ph3-Z, RC
y-2-Ph1-2-Xa-Cy-Z, R-Cy-2-Ph1-2-Xa-Ph-Z, R-Cy-2-Ph
1-2-Xa-Ph1-Z, R-Cy-2-Ph1-2-Xa-Ph3-Z, R-Cy-2-Ph1-T-
Xa-Cy-Z, R-Cy-2-Ph1-T-Xa-Ph-Z, R-Cy-2-Ph1-T-Xa-Ph1
-Z, R-Cy-2-Ph1-T-Xa-Ph3-Z, R-Cy-2-Ph1-Xa-Cy-Z, RC
y-2-Ph1-Xa-Ph-Z, R-Cy-2-Ph1-Xa-Ph1-Z, R-Cy-2-Ph1-X
a-Ph3-Z, R-Cy-T-Ph1-2-Xa-Cy-Z, R-Cy-T-Ph1-2-Xa-Ph-
Z, R-Cy-T-Ph1-2-Xa-Ph1-Z, R-Cy-T-Ph1-2-Xa-Ph3-Z, R
-Cy-T-Ph1-T-Xa-Cy-Z, R-Cy-T-Ph1-T-Xa-Ph-Z,

R-Cy-T-Ph1-T-Xa-Ph1-Z, R-Cy-T-Ph1-T-Xa
-Ph3-Z, R-Cy-T-Ph1-Xa-Cy-Z, R-Cy-T-Ph1-Xa-Ph-Z, R-
Cy-T-Ph1-Xa-Ph1-Z, R-Cy-T-Ph1-Xa-Ph3-Z, R-Cy-Ph1-2
-Xa-Cy-Z, R-Cy-Ph1-2-Xa-Ph-Z, R-Cy-Ph1-2-Xa-Ph1-
Z, R-Cy-Ph1-2-Xa-Ph3-Z, R-Cy-Ph1-T-Xa-Cy-Z, R-Cy-P
h1-T-Xa-Ph-Z, R-Cy-Ph1-T-Xa-Ph1-Z, R-Cy-Ph1-T-Xa-P
h3-Z, R-Cy-Ph1-Xa-Cy-Z, R-Cy-Ph1-Xa-Ph-Z, R-Cy-Ph1
-Xa-Ph1-Z, R-Cy-Ph1-Xa-Ph3-Z, R-Cy-T-Ph3-2-Xa-T-Ph
-Z, R-Cy-T-Ph3-2-Xa-T-Ph1-Z, R-Cy-T-Ph3-2-Xa-T-Ph3
-Z, R-Cy-T-Ph3-T-Xa-T-Ph-Z, R-Cy-T-Ph3-T-Xa-T-Ph1-
Z, R-Cy-T-Ph3-T-Xa-T-Ph3-Z, R-Cy-T-Ph3-Xa-T-Ph-Z,
R-Cy-T-Ph3-Xa-T-Ph1-Z, R-Cy-T-Ph3-Xa-T-Ph3-Z, R-Cy
-Ph3-2-Xa-T-Ph-Z, R-Cy-Ph3-2-Xa-T-Ph1-Z, R-Cy-Ph3-
2-Xa-T-Ph3-Z, R-Cy-Ph3-T-Xa-T-Ph-Z, R-Cy-Ph3-T-Xa-
T-Ph1-Z, R-Cy-Ph3-T-Xa-T-Ph3-Z, R-Cy-Ph3-Xa-T-Ph-
Z, R-Cy-Ph3-Xa-T-Ph1-Z, R-Cy-Ph3-Xa-T-Ph3-Z, R-Cy-
T-Ph3-2-Xa-VO-Ph-Z, R-Cy-T-Ph3-2-Xa-VO-Ph1-Z, R-Cy
-T-Ph3-2-Xa-VO-Ph3-Z, R-Cy-T-Ph3-T-Xa-VO-Ph-Z, RC
yT-Ph3-T-Xa-VO-Ph1-Z, R-Cy-T-Ph3-T-Xa-VO-Ph3-Z, R
-Cy-T-Ph3-Xa-VO-Ph-Z, R-Cy-T-Ph3-Xa-VO-Ph1-Z, R-Cy
-T-Ph3-Xa-VO-Ph3-Z, R-Cy-Ph3-2-Xa-VO-Ph-Z, R-Cy-Ph
3-2-Xa-VO-Ph1-Z, R-Cy-Ph3-2-Xa-VO-Ph3-Z, R-Cy-Ph3-
T-Xa-VO-Ph-Z, R-Cy-Ph3-T-Xa-VO-Ph1-Z, R-Cy-Ph3-TX
a-VO-Ph3-Z, R-Cy-Ph3-Xa-VO-Ph-Z, R-Cy-Ph3-Xa-VO-Ph
1-Z, R-Cy-Ph3-Xa-VO-Ph3-Z, R-Cy-T-Ph3-2-Xa-Cy-Z, R
-Cy-T-Ph3-2-Xa-Ph-Z, R-Cy-T-Ph3-2-Xa-Ph1-Z, R-Cy-T
-Ph3-2-Xa-Ph3-Z, R-Cy-T-Ph3-T-Xa-Cy-Z, R-Cy-T-Ph3-
T-Xa-Ph-Z, R-Cy-T-Ph3-T-Xa-Ph1-Z, R-Cy-T-Ph3-T-Xa-
Ph3-Z, R-Cy-T-Ph3-Xa-Cy-Z, R-Cy-T-Ph3-Xa-Ph-Z, RC
yT-Ph3-Xa-Ph1-Z, R-Cy-T-Ph3-Xa-Ph3-Z, R-Cy-Ph3-2-
Xa-Cy-Z, R-Cy-Ph3-2-Xa-Ph-Z, R-Cy-Ph3-2-Xa-Ph1-Z,
R-Cy-Ph3-2-Xa-Ph3-Z, R-Cy-Ph3-T-Xa-Cy-Z, R-Cy-Ph3-
T-Xa-Ph-Z, R-Cy-Ph3-T-Xa-Ph1-Z, R-Cy-Ph3-T-Xa-Ph3-
Z, R-Cy-Ph3-Xa-Cy-Z, R-Cy-Ph3-Xa-Ph-Z, R-Cy-Ph3-Xa
-Ph1-Z, R-Cy-Ph3-Xa-Ph3-Z R-Ph-2-Cy-2-Xa-T-Ph-Z, R-Ph-2-Cy-2-Xa-T-Ph1- Z, RP
h-2-Cy-2-Xa-T-Ph3-Z, R-Ph-2-Cy-J-Xa-T-Ph-Z, R-Ph-2
-Cy-J-Xa-T-Ph1-Z, R-Ph-2-Cy-J-Xa-T-Ph3-Z, R-Ph-2-C
y-Xa-T-Ph-Z, R-Ph-2-Cy-Xa-T-Ph1-Z, R-Ph-2-Cy-Xa-T-
Ph3-Z, R-Ph-Cy-2-Xa-T-Ph-Z, R-Ph-Cy-2-Xa-T-Ph1-Z,
R-Ph-Cy-2-Xa-T-Ph3-Z, R-Ph-Cy-J-Xa-T-Ph-Z, R-Ph-Cy
-J-Xa-T-Ph1-Z, R-Ph-Cy-J-Xa-T-Ph3-Z, R-Ph-Cy-Xa-T-
Ph-Z, R-Ph-Cy-Xa-T-Ph1-Z, R-Ph-Cy-Xa-T-Ph3-Z, R-Ph
-2-Cy-2-Xa-VO-Ph-Z, R-Ph-2-Cy-2-Xa-VO-Ph1-Z, R-Ph-
2-Cy-2-Xa-VO-Ph3-Z, R-Ph-2-Cy-J-Xa-VO-Ph-Z, R-Ph-2
-Cy-J-Xa-VO-Ph1-Z, R-Ph-2-Cy-J-Xa-VO-Ph3-Z, R-Ph-2
-Cy-Xa-VO-Ph-Z, R-Ph-2-Cy-Xa-VO-Ph1-Z, R-Ph-2-Cy-X
a-VO-Ph3-Z, R-Ph-Cy-2-Xa-VO-Ph-Z, R-Ph-Cy-2-Xa-VO-
Ph1-Z, R-Ph-Cy-2-Xa-VO-Ph3-Z, R-Ph-Cy-J-Xa-VO-Ph-
Z, R-Ph-Cy-J-Xa-VO-Ph1-Z, R-Ph-Cy-J-Xa-VO-Ph3-Z, R
-Ph-Cy-Xa-VO-Ph-Z, R-Ph-Cy-Xa-VO-Ph1-Z, R-Ph-Cy-Xa
-VO-Ph3-Z, R-Ph-2-Cy-2-Xa-Cy-Z, R-Ph-2-Cy-2-Xa-Ph-
Z, R-Ph-2-Cy-2-Xa-Ph1-Z, R-Ph-2-Cy-2-Xa-Ph3-Z, RP
h-2-Cy-J-Xa-Cy-Z, R-Ph-2-Cy-J-Xa-Ph-Z, R-Ph-2-Cy-J
-Xa-Ph1-Z, R-Ph-2-Cy-J-Xa-Ph3-Z, R-Ph-2-Cy-Xa-Cy-
Z, R-Ph-2-Cy-Xa-Ph-Z, R-Ph-2-Cy-Xa-Ph1-Z, R-Ph-2-C
y-Xa-Ph3-Z, R-Ph-Cy-2-Xa-Cy-Z, R-Ph-Cy-2-Xa-Ph-Z,
R-Ph-Cy-2-Xa-Ph1-Z, R-Ph-Cy-2-Xa-Ph3-Z, R-Ph-Cy-J-
Xa-Cy-Z, R-Ph-Cy-J-Xa-Ph-Z, R-Ph-Cy-J-Xa-Ph1-Z, R-
Ph-Cy-J-Xa-Ph3-Z, R-Ph-Cy-Xa-Cy-Z, R-Ph-Cy-Xa-Ph-
Z, R-Ph-Cy-Xa-Ph1-Z, R-Ph-Cy-Xa-Ph3-Z, R-Ph-T-Ph-2
-Xa-T-Ph-Z, R-Ph-T-Ph-2-Xa-T-Ph1-Z, R-Ph-T-Ph-2-Xa
-T-Ph3-Z, R-Ph-T-Ph-T-Xa-T-Ph-Z, R-Ph-T-Ph-T-Xa-T-
Ph1-Z, R-Ph-T-Ph-T-Xa-T-Ph3-Z, R-Ph-T-Ph-Xa-T-Ph-
Z, R-Ph-T-Ph-Xa-T-Ph1-Z, R-Ph-T-Ph-Xa-T-Ph3-Z, RP
h-Ph-2-Xa-T-Ph-Z, R-Ph-Ph-2-Xa-T-Ph1-Z, R-Ph-Ph-2-
Xa-T-Ph3-Z, R-Ph-Ph-T-Xa-T-Ph-Z, R-Ph-Ph-T-Xa-T-Ph
1-Z, R-Ph-Ph-T-Xa-T-Ph3-Z, R-Ph-Ph-Xa-T-Ph-Z, R-Ph
-Ph-Xa-T-Ph1-Z, R-Ph-Ph-Xa-T-Ph3-Z, R-Ph-T-Ph-2-Xa
-VO-Ph-Z, R-Ph-T-Ph-2-Xa-VO-Ph1-Z, R-Ph-T-Ph-2-Xa-
VO-Ph3-Z, R-Ph-T-Ph-T-Xa-VO-Ph-Z, R-Ph-T-Ph-T-Xa-V
O-Ph1-Z, R-Ph-T-Ph-T-Xa-VO-Ph3-Z, R-Ph-T-Ph-Xa-VO-
Ph-Z, R-Ph-T-Ph-Xa-VO-Ph1-Z, R-Ph-T-Ph-Xa-VO-Ph3-
Z, R-Ph-Ph-2-Xa-VO-Ph-Z, R-Ph-Ph-2-Xa-VO-Ph1-Z,

R-Ph-Ph-2-Xa-VO-Ph3-Z, R-Ph-Ph-T-Xa-VO
-Ph-Z, R-Ph-Ph-T-Xa-VO-Ph1-Z, R-Ph-Ph-T-Xa-VO-Ph3-
Z, R-Ph-Ph-Xa-VO-Ph-Z, R-Ph-Ph-Xa-VO-Ph1-Z, R-Ph-P
h-Xa-VO-Ph3-Z, R-Ph-T-Ph-2-Xa-Cy-Z, R-Ph-T-Ph-2-Xa
-Ph-Z, R-Ph-T-Ph-2-Xa-Ph1-Z, R-Ph-T-Ph-2-Xa-Ph3-
Z, R-Ph-T-Ph-T-Xa-Cy-Z, R-Ph-T-Ph-T-Xa-Ph-Z, R-Ph-
T-Ph-T-Xa-Ph1-Z, R-Ph-T-Ph-T-Xa-Ph3-Z, R-Ph-T-Ph-X
a-Cy-Z, R-Ph-T-Ph-Xa-Ph-Z, R-Ph-T-Ph-Xa-Ph1-Z, RP
hT-Ph-Xa-Ph3-Z, R-Ph-Ph-2-Xa-Cy-Z, R-Ph-Ph-2-Xa-P
hZ, R-Ph-Ph-2-Xa-Ph1-Z, R-Ph-Ph-2-Xa-Ph3-Z, R-Ph-
Ph-T-Xa-Cy-Z, R-Ph-Ph-T-Xa-Ph-Z, R-Ph-Ph-T-Xa-Ph1-
Z, R-Ph-Ph-T-Xa-Ph3-Z, R-Ph-Ph-Xa-Cy-Z, R-Ph-Ph-Xa
-Ph-Z, R-Ph-Ph-Xa-Ph1-Z, R-Ph-Ph-Xa-Ph3-Z, R-Ph-T-
Ph1-2-Xa-T-Ph-Z, R-Ph-T-Ph1-2-Xa-T-Ph1-Z, R-Ph-TP
h1-2-Xa-T-Ph3-Z, R-Ph-T-Ph1-T-Xa-T-Ph-Z, R-Ph-T-Ph
1-T-Xa-T-Ph1-Z, R-Ph-T-Ph1-T-Xa-T-Ph3-Z, R-Ph-T-Ph
1-Xa-T-Ph-Z, R-Ph-T-Ph1-Xa-T-Ph1-Z, R-Ph-T-Ph1-Xa-
T-Ph3-Z, R-Ph-Ph1-2-Xa-T-Ph-Z, R-Ph-Ph1-2-Xa-T-Ph1
-Z, R-Ph-Ph1-2-Xa-T-Ph3-Z, R-Ph-Ph1-T-Xa-T-Ph-Z, R
-Ph-Ph1-T-Xa-T-Ph1-Z, R-Ph-Ph1-T-Xa-T-Ph3-Z, R-Ph-
Ph1-Xa-T-Ph-Z, R-Ph-Ph1-Xa-T-Ph1-Z, R-Ph-Ph1-Xa-T-
Ph3-Z, R-Ph-T-Ph1-2-Xa-VO-Ph-Z, R-Ph-T-Ph1-2-Xa-VO
-Ph1-Z, R-Ph-T-Ph1-2-Xa-VO-Ph3-Z, R-Ph-T-Ph1-T-Xa-
VO-Ph-Z, R-Ph-T-Ph1-T-Xa-VO-Ph1-Z, R-Ph-T-Ph1-T-Xa
-VO-Ph3-Z, R-Ph-T-Ph1-Xa-VO-Ph-Z, R-Ph-T-Ph1-Xa-VO
-Ph1-Z, R-Ph-T-Ph1-Xa-VO-Ph3-Z, R-Ph-Ph1-2-Xa-VO-P
hZ, R-Ph-Ph1-2-Xa-VO-Ph1-Z, R-Ph-Ph1-2-Xa-VO-Ph3-
Z, R-Ph-Ph1-T-Xa-VO-Ph-Z, R-Ph-Ph1-T-Xa-VO-Ph1-Z,
R-Ph-Ph1-T-Xa-VO-Ph3-Z, R-Ph-Ph1-Xa-VO-Ph-Z, R-Ph-
Ph1-Xa-VO-Ph1-Z, R-Ph-Ph1-Xa-VO-Ph3-Z, R-Ph-T-Ph1-
2-Xa-Cy-Z, R-Ph-T-Ph1-2-Xa-Ph-Z, R-Ph-T-Ph1-2-Xa-P
h1-Z, R-Ph-T-Ph1-2-Xa-Ph3-Z, R-Ph-T-Ph1-T-Xa-Cy-
Z, R-Ph-T-Ph1-T-Xa-Ph-Z, R-Ph-T-Ph1-T-Xa-Ph1-Z, R-
Ph-T-Ph1-T-Xa-Ph3-Z, R-Ph-T-Ph1-Xa-Cy-Z, R-Ph-T-Ph
1-Xa-Ph-Z, R-Ph-T-Ph1-Xa-Ph1-Z, R-Ph-T-Ph1-Xa-Ph3-
Z, R-Ph-Ph1-2-Xa-Cy-Z, R-Ph-Ph1-2-Xa-Ph-Z, R-Ph-Ph
1-2-Xa-Ph1-Z, R-Ph-Ph1-2-Xa-Ph3-Z, R-Ph-Ph1-T-Xa-C
yZ, R-Ph-Ph1-T-Xa-Ph-Z, R-Ph-Ph1-T-Xa-Ph1-Z, R-Ph
-Ph1-T-Xa-Ph3-Z, R-Ph-Ph1-Xa-Cy-Z, R-Ph-Ph1-Xa-Ph-
Z, R-Ph-Ph1-Xa-Ph1-Z, R-Ph-Ph1-Xa-Ph3-Z, R-Ph-T-Ph
3-2-Xa-T-Ph-Z, R-Ph-T-Ph3-2-Xa-T-Ph1-Z, R-Ph-T-Ph3
-2-Xa-T-Ph3-Z, R-Ph-T-Ph3-T-Xa-T-Ph-Z, R-Ph-T-Ph3-
T-Xa-T-Ph1-Z, R-Ph-T-Ph3-T-Xa-T-Ph3-Z, R-Ph-T-Ph3-
Xa-T-Ph-Z, R-Ph-T-Ph3-Xa-T-Ph1-Z, R-Ph-T-Ph3-Xa-T-
Ph3-Z, R-Ph-Ph3-2-Xa-T-Ph-Z, R-Ph-Ph3-2-Xa-T-Ph1-
Z, R-Ph-Ph3-2-Xa-T-Ph3-Z, R-Ph-Ph3-T-Xa-T-Ph-Z, R-
Ph-Ph3-T-Xa-T-Ph1-Z, R-Ph-Ph3-T-Xa-T-Ph3-Z, R-Ph-P
h3-Xa-T-Ph-Z, R-Ph-Ph3-Xa-T-Ph1-Z, R-Ph-Ph3-Xa-TP
h3-Z, R-Ph-T-Ph3-2-Xa-VO-Ph-Z, R-Ph-T-Ph3-2-Xa-VO-
Ph1-Z, R-Ph-T-Ph3-2-Xa-VO-Ph3-Z, R-Ph-T-Ph3-T-Xa-V
O-Ph-Z, R-Ph-T-Ph3-T-Xa-VO-Ph1-Z, R-Ph-T-Ph3-T-Xa-
VO-Ph3-Z, R-Ph-T-Ph3-Xa-VO-Ph-Z, R-Ph-T-Ph3-Xa-VO-
Ph1-Z, R-Ph-T-Ph3-Xa-VO-Ph3-Z, R-Ph-Ph3-2-Xa-VO-Ph
-Z, R-Ph-Ph3-2-Xa-VO-Ph1-Z, R-Ph-Ph3-2-Xa-VO-Ph3-
Z, R-Ph-Ph3-T-Xa-VO-Ph-Z, R-Ph-Ph3-T-Xa-VO
-Ph1-Z, R-Ph-Ph3-T-Xa-VO-Ph3-Z, R-Ph-Ph3-Xa-
VO-Ph-Z, R-Ph-Ph3-Xa-VO-Ph1-Z, R-Ph-Ph3-Xa-VO-Ph3-
Z, R-Ph-T-Ph3-2-Xa-Cy-Z, R-Ph-T-Ph3-2-Xa-Ph-Z, RP
hT-Ph3-2-Xa-Ph1-Z, R-Ph-T-Ph3-2-Xa-Ph3-Z, R-Ph-T-
Ph3-T-Xa-Cy-Z, R-Ph-T-Ph3-T-Xa-Ph-Z, R-Ph-T-Ph3-T-
Xa-Ph1-Z, R-Ph-T-Ph3-T-Xa-Ph3-Z, R-Ph-T-Ph3-Xa-Cy-
Z, R-Ph-T-Ph3-Xa-Ph-Z, R-Ph-T-Ph3-Xa-Ph1-Z, R-Ph-T
-Ph3-Xa-Ph3-Z, R-Ph-Ph3-2-Xa-Cy-Z, R-Ph-Ph3-2-Xa-P
hZ, R-Ph-Ph3-2-Xa-Ph1-Z, R-Ph-Ph3-2-Xa-Ph3-Z, RP
h-Ph3-T-Xa-Cy-Z, R-Ph-Ph3-T-Xa-Ph-Z, R-Ph-Ph3-T-Xa
-Ph1-Z, R-Ph-Ph3-T-Xa-Ph3-Z, R-Ph-Ph3-Xa-Cy-Z, RP
h-Ph3-Xa-Ph-Z, R-Ph-Ph3-Xa-Ph1-Z, R-Ph-Ph3-Xa-Ph3-
Z, R-Ph1-T-Ph-2-Xa-T-Ph-Z, R-Ph1-T-Ph-2-Xa-T-Ph1-
Z, R-Ph1-T-Ph-2-Xa-T-Ph3-Z, R-Ph1-T-Ph-T-Xa-T-Ph-
Z, R-Ph1-T-Ph-T-Xa-T-Ph1-Z, R-Ph1-T-Ph-T-Xa-T-Ph3-
Z, R-Ph1-T-Ph-Xa-T-Ph-Z, R-Ph1-T-Ph-Xa-T-Ph1-Z, R-
Ph1-T-Ph-Xa-T-Ph3-Z, R-Ph1-Ph-2-Xa-T-Ph-Z, R-Ph1-P
h-2-Xa-T-Ph1-Z, R-Ph1-Ph-2-Xa-T-Ph3-Z, R-Ph1-Ph-T-
Xa-T-Ph-Z, R-Ph1-Ph-T-Xa-T-Ph1-Z, R-Ph1-Ph-T-Xa-T-
Ph3-Z, R-Ph1-Ph-Xa-T-Ph-Z, R-Ph1-Ph-Xa-T-Ph1-Z, R-
Ph1-Ph-Xa-T-Ph3-Z, R-Ph1-T-Ph-2-Xa-VO-Ph-Z, R-Ph1-
T-Ph-2-Xa-VO-Ph1-Z, R-Ph1-T-Ph-2-Xa-VO-Ph3-Z, R-Ph
1-T-Ph-T-Xa-VO-Ph-Z, R-Ph1-T-Ph-T-Xa-VO-Ph1-Z, RP
h1-T-Ph-T-Xa-VO-Ph3-Z, R-Ph1-T-Ph-Xa-VO-Ph-Z, R-Ph
1-T-Ph-Xa-VO-Ph1-Z, R-Ph1-T-Ph-Xa-VO-Ph3-Z, R-Ph1-
Ph-2-Xa-VO-Ph-Z, R-Ph1-Ph-2-Xa-VO-Ph1-Z, R-Ph1-Ph-
2-Xa-VO-Ph3-Z, R-Ph1-Ph-T-Xa-VO-Ph-Z, R-Ph1-Ph-TX
a-VO-Ph1-Z, R-Ph1-Ph-T-Xa-VO-Ph3-Z, R-Ph1-Ph-Xa-VO
-Ph-Z, R-Ph1-Ph-Xa-VO-Ph1-Z, R-Ph1-Ph-Xa-VO-Ph3-
Z, R-Ph1-T-Ph-2-Xa-Cy-Z, R-Ph1-T-Ph-2-Xa-Ph-Z, RP
h1-T-Ph-2-Xa-Ph1-Z, R-Ph1-T-Ph-2-Xa-Ph3-Z, R-Ph1-T
-Ph-T-Xa-Cy-Z, R-Ph1-T-Ph-T-Xa-Ph-Z, R-Ph1-T-Ph-T-
Xa-Ph1-Z, R-Ph1-T-Ph-T-Xa-Ph3-Z, R-Ph1-T-Ph-Xa-Cy-
Z,

R-Ph1-T-Ph-Xa-Ph-Z, R-Ph1-T-Ph-Xa-Ph1-
Z, R-Ph1-T-Ph-Xa-Ph3-Z, R-Ph1-Ph-2-Xa-Cy-Z, R-Ph1-
Ph-2-Xa-Ph-Z, R-Ph1-Ph-2-Xa-Ph1-Z, R-Ph1-Ph-2-Xa-P
h3-Z, R-Ph1-Ph-T-Xa-Cy-Z, R-Ph1-Ph-T-Xa-Ph-Z, R-Ph
1-Ph-T-Xa-Ph1-Z, R-Ph1-Ph-T-Xa-Ph3-Z, R-Ph1-Ph-Xa-
Cy-Z, R-Ph1-Ph-Xa-Ph-Z, R-Ph1-Ph-Xa-Ph1-Z, R-Ph1-P
h-Xa-Ph3-Z, R-Ph1-T-Ph1-2-Xa-T-Ph-Z, R-Ph1-T-Ph1-2
-Xa-T-Ph1-Z, R-Ph1-T-Ph1-2-Xa-T-Ph3-Z, R-Ph1-T-Ph1
-T-Xa-T-Ph-Z, R-Ph1-T-Ph1-T-Xa-T-Ph1-Z, R-Ph1-T-Ph
1-T-Xa-T-Ph3-Z, R-Ph1-T-Ph1-Xa-T-Ph-Z, R-Ph1-T-Ph1
-Xa-T-Ph1-Z, R-Ph1-T-Ph1-Xa-T-Ph3-Z, R-Ph1-Ph1-2-X
aT-Ph-Z, R-Ph1-Ph1-2-Xa-T-Ph1-Z, R-Ph1-Ph1-2-Xa-T
-Ph3-Z, R-Ph1-Ph1-T-Xa-T-Ph-Z, R-Ph1-Ph1-T-Xa-T-Ph
1-Z, R-Ph1-Ph1-T-Xa-T-Ph3-Z, R-Ph1-Ph1-Xa-T-Ph-Z,
R-Ph1-Ph1-Xa-T-Ph1-Z, R-Ph1-Ph1-Xa-T-Ph3-Z, R-Ph1-
T-Ph1-2-Xa-VO-Ph-Z, R-Ph1-T-Ph1-2-Xa-VO-Ph1-Z, RP
h1-T-Ph1-2-Xa-VO-Ph3-Z, R-Ph1-T-Ph1-T-Xa-VO-Ph-Z,
R-Ph1-T-Ph1-T-Xa-VO-Ph1-Z, R-Ph1-T-Ph1-T-Xa-VO-Ph3
-Z, R-Ph1-T-Ph1-Xa-VO-Ph-Z, R-Ph1-T-Ph1-Xa-VO-Ph1-
Z, R-Ph1-T-Ph1-Xa-VO-Ph3-Z, R-Ph1-Ph1-2-Xa-VO-Ph-
Z, R-Ph1-Ph1-2-Xa-VO-Ph1-Z, R-Ph1-Ph1-2-Xa-VO-Ph3-
Z, R-Ph1-Ph1-T-Xa-VO-Ph-Z, R-Ph1-Ph1-T-Xa-VO-Ph1-
Z, R-Ph1-Ph1-T-Xa-VO-Ph3-Z, R-Ph1-Ph1-Xa-VO-Ph-Z,
R-Ph1-Ph1-Xa-VO-Ph1-Z, R-Ph1-Ph1-Xa-VO-Ph3-Z, R-Ph
1-T-Ph1-2-Xa-Cy-Z, R-Ph1-T-Ph1-2-Xa-Ph-Z, R-Ph1-T-
Ph1-2-Xa-Ph1-Z, R-Ph1-T-Ph1-2-Xa-Ph3-Z, R-Ph1-T-Ph
1-T-Xa-Cy-Z, R-Ph1-T-Ph1-T-Xa-Ph-Z, R-Ph1-T-Ph1-T-
Xa-Ph1-Z, R-Ph1-T-Ph1-T-Xa-Ph3-Z, R-Ph1-T-Ph1-Xa-C
yZ, R-Ph1-T-Ph1-Xa-Ph-Z, R-Ph1-T-Ph1-Xa-Ph1-Z, R-
Ph1-T-Ph1-Xa-Ph3-Z, R-Ph1-Ph1-2-Xa-Cy-Z, R-Ph1-Ph1
-2-Xa-Ph-Z, R-Ph1-Ph1-2-Xa-Ph1-Z, R-Ph1-Ph1-2-Xa-P
h3-Z,

R-Ph1-Ph1-T-Xa-Cy-Z, R-Ph1-Ph1-T-Xa-Ph
-Z, R-Ph1-Ph1-T-Xa-Ph1-Z, R-Ph1-Ph1-T-Xa-Ph3-Z, R-
Ph1-Ph1-Xa-Cy-Z, R-Ph1-Ph1-Xa-Ph-Z, R-Ph1-Ph1-Xa-P
h1-Z, R-Ph1-Ph1-Xa-Ph3-Z, R-Ph1-T-Ph3-2-Xa-T-Ph-
Z, R-Ph1-T-Ph3-2-Xa-T-Ph1-Z, R-Ph1-T-Ph3-2-Xa-T-Ph
3-Z, R-Ph1-T-Ph3-T-Xa-T-Ph-Z, R-Ph1-T-Ph3-T-Xa-TP
h1-Z, R-Ph1-T-Ph3-T-Xa-T-Ph3-Z, R-Ph1-T-Ph3-Xa-TP
hZ, R-Ph1-T-Ph3-Xa-T-Ph1-Z, R-Ph1-T-Ph3-Xa-T-Ph3-
Z, R-Ph1-Ph3-2-Xa-T-Ph-Z, R-Ph1-Ph3-2-Xa-T-Ph1-Z,
R-Ph1-Ph3-2-Xa-T-Ph3-Z, R-Ph1-Ph3-T-Xa-T-Ph-Z, RP
h1-Ph3-T-Xa-T-Ph1-Z, R-Ph1-Ph3-T-Xa-T-Ph3-Z, R-Ph1
-Ph3-Xa-T-Ph-Z, R-Ph1-Ph3-Xa-T-Ph1-Z, R-Ph1-Ph3-Xa
-T-Ph3-Z, R-Ph1-T-Ph3-2-Xa-VO-Ph-Z, R-Ph1-T-Ph3-2-
Xa-VO-Ph1-Z, R-Ph1-T-Ph3-2-Xa-VO-Ph3-Z, R-Ph1-T-Ph
3-T-Xa-VO-Ph-Z, R-Ph1-T-Ph3-T-Xa-VO-Ph1-Z, R-Ph1-T
-Ph3-T-Xa-VO-Ph3-Z, R-Ph1-T-Ph3-Xa-VO-Ph-Z, R-Ph1-
T-Ph3-Xa-VO-Ph1-Z, R-Ph1-T-Ph3-Xa-VO-Ph3-Z, R-Ph1-
Ph3-2-Xa-VO-Ph-Z, R-Ph1-Ph3-2-Xa-VO-Ph1-Z, R-Ph1-P
h3-2-Xa-VO-Ph3-Z, R-Ph1-Ph3-T-Xa-VO-Ph-Z, R-Ph1-Ph
3-T-Xa-VO-Ph1-Z, R-Ph1-Ph3-T-Xa-VO-Ph3-Z, R-Ph1-Ph
3-Xa-VO-Ph-Z, R-Ph1-Ph3-Xa-VO-Ph1-Z, R-Ph1-Ph3-Xa-
VO-Ph3-Z, R-Ph1-T-Ph3-2-Xa-Cy-Z, R-Ph1-T-Ph3-2-Xa-
Ph-Z, R-Ph1-T-Ph3-2-Xa-Ph1-Z, R-Ph1-T-Ph3-2-Xa-Ph3
-Z, R-Ph1-T-Ph3-T-Xa-Cy-Z, R-Ph1-T-Ph3-T-Xa-Ph-Z,
R-Ph1-T-Ph3-T-Xa-Ph1-Z, R-Ph1-T-Ph3-T-Xa-Ph3-Z, R-
Ph1-T-Ph3-Xa-Cy-Z, R-Ph1-T-Ph3-Xa-Ph-Z, R-Ph1-T-Ph
3-Xa-Ph1-Z, R-Ph1-T-Ph3-Xa-Ph3-Z, R-Ph1-Ph3-2-Xa-C
yZ, R-Ph1-Ph3-2-Xa-Ph-Z, R-Ph1-Ph3-2-Xa-Ph1-Z, R-
Ph1-Ph3-2-Xa-Ph3-Z, R-Ph1-Ph3-T-Xa-Cy-Z, R-Ph1-Ph3
-T-Xa-Ph-Z, R-Ph1-Ph3-T-Xa-Ph1-Z, R-Ph1-Ph3-T-Xa-P
h3-Z, R-Ph1-Ph3-Xa-Cy-Z, R-Ph1-Ph3-Xa-Ph-Z, R-Ph1-
Ph3-Xa-Ph1-Z, R-Ph1-Ph3-Xa-Ph3-Z, R-Ph3-T-Ph-2-Xa-
T-Ph-Z, R-Ph3-T-Ph-2-Xa-T-Ph1-Z, R-Ph3-T-Ph-2-Xa-T
-Ph3-Z, R-Ph3-T-Ph-T-Xa-T-Ph-Z, R-Ph3-T-Ph-T-Xa-T-
Ph1-Z, R-Ph3-T-Ph-T-Xa-T-Ph3-Z, R-Ph3-T-Ph-Xa-T-Ph
-Z, R-Ph3-T-Ph-Xa-T-Ph1-Z, R-Ph3-T-Ph-Xa-T-Ph3-Z,
R-Ph3-Ph-2-Xa-T-Ph-Z, R-Ph3-Ph-2-Xa-T-Ph1-Z, R-Ph3
-Ph-2-Xa-T-Ph3-Z, R-Ph3-Ph-T-Xa-T-Ph-Z, R-Ph3-Ph-T
-Xa-T-Ph1-Z, R-Ph3-Ph-T-Xa-T-Ph3-Z, R-Ph3-Ph-Xa-T-
Ph-Z, R-Ph3-Ph-Xa-T-Ph1-Z, R-Ph3-Ph-Xa-T-Ph3-Z, R-
Ph3-T-Ph-2-Xa-VO-Ph-Z, R-Ph3-T-Ph-2-Xa-VO-Ph1-Z, R
-Ph3-T-Ph-2-Xa-VO-Ph3-Z, R-Ph3-T-Ph-T-Xa-VO-Ph-Z,
R-Ph3-T-Ph-T-Xa-VO-Ph1-Z,

R-Ph3-T-Ph-T-Xa-VO-Ph3-Z, R-Ph3-T-Ph-X
a-VO-Ph-Z, R-Ph3-T-Ph-Xa-VO-Ph1-Z, R-Ph3-T-Ph-Xa-V
O-Ph3-Z, R-Ph3-Ph-2-Xa-VO-Ph-Z, R-Ph3-Ph-2-Xa-VO-P
h1-Z, R-Ph3-Ph-2-Xa-VO-Ph3-Z, R-Ph3-Ph-T-Xa-VO-Ph-
Z, R-Ph3-Ph-T-Xa-VO-Ph1-Z, R-Ph3-Ph-T-Xa-VO-Ph3-
Z, R-Ph3-Ph-Xa-VO-Ph-Z, R-Ph3-Ph-Xa-VO-Ph1-Z, R-Ph
3-Ph-Xa-VO-Ph3-Z, R-Ph3-T-Ph-2-Xa-Cy-Z, R-Ph3-T-Ph
-2-Xa-Ph-Z, R-Ph3-T-Ph-2-Xa-Ph1-Z, R-Ph3-T-Ph-2-Xa
-Ph3-Z, R-Ph3-T-Ph-T-Xa-Cy-Z, R-Ph3-T-Ph-T-Xa-Ph-
Z, R-Ph3-T-Ph-T-Xa-Ph1-Z, R-Ph3-T-Ph-T-Xa-Ph3-Z, R
-Ph3-T-Ph-Xa-Cy-Z, R-Ph3-T-Ph-Xa-Ph-Z, R-Ph3-T-Ph-
Xa-Ph1-Z, R-Ph3-T-Ph-Xa-Ph3-Z, R-Ph3-Ph-2-Xa-Cy-
Z, R-Ph3-Ph-2-Xa-Ph-Z, R-Ph3-Ph-2-Xa-Ph1-Z, R-Ph3-
Ph-2-Xa-Ph3-Z, R-Ph3-Ph-T-Xa-Cy-Z, R-Ph3-Ph-T-Xa-P
hZ, R-Ph3-Ph-T-Xa-Ph1-Z, R-Ph3-Ph-T-Xa-Ph3-Z, RP
h3-Ph-Xa-Cy-Z, R-Ph3-Ph-Xa-Ph-Z, R-Ph3-Ph-Xa-Ph1-
Z, R-Ph3-Ph-Xa-Ph3-Z, R-Ph3-T-Ph1-2-Xa-T-Ph-Z, RP
h3-T-Ph1-2-Xa-T-Ph1-Z, R-Ph3-T-Ph1-2-Xa-T-Ph3-Z, R
-Ph3-T-Ph1-T-Xa-T-Ph-Z, R-Ph3-T-Ph1-T-Xa-T-Ph1-Z,
R-Ph3-T-Ph1-T-Xa-T-Ph3-Z, R-Ph3-T-Ph1-Xa-T-Ph-Z, R
-Ph3-T-Ph1-Xa-T-Ph1-Z, R-Ph3-T-Ph1-Xa-T-Ph3-Z, RP
h3-Ph1-2-Xa-T-Ph-Z, R-Ph3-Ph1-2-Xa-T-Ph1-Z, R-Ph3-
Ph1-2-Xa-T-Ph3-Z, R-Ph3-Ph1-T-Xa-T-Ph-Z, R-Ph3-Ph1
-T-Xa-T-Ph1-Z, R-Ph3-Ph1-T-Xa-T-Ph3-Z, R-Ph3-Ph1-X
aT-Ph-Z, R-Ph3-Ph1-Xa-T-Ph1-Z, R-Ph3-Ph1-Xa-T-Ph3
-Z, R-Ph3-T-Ph1-2-Xa-VO-Ph-Z, R-Ph3-T-Ph1-2-Xa-VO-
Ph1-Z, R-Ph3-T-Ph1-2-Xa-VO-Ph3-Z, R-Ph3-T-Ph1-T-Xa
-VO-Ph-Z, R-Ph3-T-Ph1-T-Xa-VO-Ph1-Z, R-Ph3-T-Ph1-T
-Xa-VO-Ph3-Z, R-Ph3-T-Ph1-Xa-VO-Ph-Z, R-Ph3-T-Ph1-
Xa-VO-Ph1-Z, R-Ph3-T-Ph1-Xa-VO-Ph3-Z, R-Ph3-Ph1-2-
Xa-VO-Ph-Z, R-Ph3-Ph1-2-Xa-VO-Ph1-Z, R-Ph3-Ph1-2-X
a-VO-Ph3-Z, R-Ph3-Ph1-T-Xa-VO-Ph-Z, R-Ph3-Ph1-T-Xa
-VO-Ph1-Z, R-Ph3-Ph1-T-Xa-VO-Ph3-Z, R-Ph3-Ph1-Xa-V
O-Ph-Z, R-Ph3-Ph1-Xa-VO-Ph1-Z, R-Ph3-Ph1-Xa-VO-Ph3
-Z, R-Ph3-T-Ph1-2-Xa-Cy-Z, R-Ph3-T-Ph1-2-Xa-Ph-Z,
R-Ph3-T-Ph1-2-Xa-Ph1-Z, R-Ph3-T-Ph1-2-Xa-Ph3-Z, R-
Ph3-T-Ph1-T-Xa-Cy-Z, R-Ph3-T-Ph1-T-Xa-Ph-Z, R-Ph3-
T-Ph1-T-Xa-Ph1-Z, R-Ph3-T-Ph1-T-Xa-Ph3-Z, R-Ph3-T-
Ph1-Xa-Cy-Z, R-Ph3-T-Ph1-Xa-Ph-Z, R-Ph3-T-Ph1-Xa-P
h1-Z, R-Ph3-T-Ph1-Xa-Ph3-Z, R-Ph3-Ph1-2-Xa-Cy-Z, R
-Ph3-Ph1-2-Xa-Ph-Z, R-Ph3-Ph1-2-Xa-Ph1-Z, R-Ph3-Ph
1-2-Xa-Ph3-Z, R-Ph3-Ph1-T-Xa-Cy-Z, R-Ph3-Ph1-T-Xa-
Ph-Z, R-Ph3-Ph1-T-Xa-Ph1-Z, R-Ph3-Ph1-T-Xa-Ph3-Z,
R-Ph3-Ph1-Xa-Cy-Z, R-Ph3-Ph1-Xa-Ph-Z, R-Ph3-Ph1-Xa
-Ph1-Z, R-Ph3-Ph1-Xa-Ph3-Z, R-Ph3-T-Ph3-2-Xa-T-Ph-
Z, R-Ph3-T-Ph3-2-Xa-T-Ph1-Z, R-Ph3-T-Ph3-2-Xa-T-Ph
3-Z, R-Ph3-T-Ph3-T-Xa-T-Ph-Z, R-Ph3-T-Ph3-T-Xa-TP
h1-Z, R-Ph3-T-Ph3-T-Xa-T-Ph3-Z, R-Ph3-T-Ph3-Xa-TP
hZ, R-Ph3-T-Ph3-Xa-T-Ph1-Z, R-Ph3-T-Ph3-Xa-T-Ph3-
Z, R-Ph3-Ph3-2-Xa-T-Ph-Z, R-Ph3-Ph3-2-Xa-T-Ph1-Z,
R-Ph3-Ph3-2-Xa-T-Ph3-Z, R-Ph3-Ph3-T-Xa-T-Ph-Z, RP
h3-Ph3-T-Xa-T-Ph1-Z, R-Ph3-Ph3-T-Xa-T-Ph3-Z, R-Ph3
-Ph3-Xa-T-Ph-Z, R-Ph3-Ph3-Xa-T-Ph1-Z, R-Ph3-Ph3-Xa
-T-Ph3-Z, R-Ph3-T-Ph3-2-Xa-VO-Ph-Z, R-Ph3-T-Ph3-2-
Xa-VO-Ph1-Z, R-Ph3-T-Ph3-2-Xa-VO-Ph3-Z, R-Ph3-T-Ph
3-T-Xa-VO-Ph-Z, R-Ph3-T-Ph3-T-Xa-VO-Ph1-Z, R-Ph3-T
-Ph3-T-Xa-VO-Ph3-Z, R-Ph3-T-Ph3-Xa-VO-Ph-Z, R-Ph3-
T-Ph3-Xa-VO-Ph1-Z, R-Ph3-T-Ph3-Xa-VO-Ph3-Z, R-Ph3-
Ph3-2-Xa-VO-Ph-Z, R-Ph3-Ph3-2-Xa-VO-Ph1-Z, R-Ph3-P
h3-2-Xa-VO-Ph3-Z, R-Ph3-Ph3-T-Xa-VO-Ph-Z, R-Ph3-Ph
3-T-Xa-VO-Ph1-Z, R-Ph3-Ph3-T-Xa-VO-Ph3-Z, R-Ph3-Ph
3-Xa-VO-Ph-Z, R-Ph3-Ph3-Xa-VO-Ph1-Z, R-Ph3-Ph3-Xa-
VO-Ph3-Z, R-Ph3-T-Ph3-2-Xa-Cy-Z, R-Ph3-T-Ph3-2-Xa-
Ph-Z, R-Ph3-T-Ph3-2-Xa-Ph1-Z, R-Ph3-T-Ph3-2-Xa-Ph3
-Z, R-Ph3-T-Ph3-T-Xa-Cy-Z, R-Ph3-T-Ph3-T-Xa-Ph-Z,
R-Ph3-T-Ph3-T-Xa-Ph1-Z, R-Ph3-T-Ph3-T-Xa-Ph3-Z, R-
Ph3-T-Ph3-Xa-Cy-Z, R-Ph3-T-Ph3-Xa-Ph-Z, R-Ph3-T-Ph
3-Xa-Ph1-Z, R-Ph3-T-Ph3-Xa-Ph3-Z, R-Ph3-Ph3-2-Xa-C
yZ, R-Ph3-Ph3-2-Xa-Ph-Z, R-Ph3-Ph3-2-Xa-Ph1-Z, R-
Ph3-Ph3-2-Xa-Ph3-Z, R-Ph3-Ph3-T-Xa-Cy-Z, R-Ph3-Ph3
-T-Xa-Ph-Z, R-Ph3-Ph3-T-Xa-Ph1-Z, R-Ph3-Ph3-T-Xa-P
h3-Z, R-Ph3-Ph3-Xa-Cy-Z, R-Ph3-Ph3-Xa-Ph-Z, R-Ph3-
Ph3-Xa-Ph1-Z, R-Ph3-Ph3-Xa-Ph3-ZR-Xa-2-Ph-G-Ph-Z,
R-Xa-2-Ph-G-Ph1-Z, R-Xa-2-Ph-G-Ph3-Z, R-Xa-2-Ph-T-
Ph-Z, R-Xa-2-Ph-T-Ph1-Z, R-Xa-2-Ph-T-Ph3-Z, R-Xa-2
-Ph-VO-Ph-Z, R-Xa-2-Ph-VO-Ph1-Z, R-Xa-2-Ph-VO-Ph3-
Z, R-Xa-2-Ph-Cy-Z, R-Xa-2-Ph-Ph-Z, R-Xa-2-Ph-Ph1-
Z, R-Xa-2-Ph-Ph3-Z, R-Xa-2-Ph1-G-Ph-Z, R-Xa-2-Ph1-
G-Ph1-Z, R-Xa-2-Ph1-G-Ph3-Z, R-Xa-2-Ph1-T-Ph-Z, R-
Xa-2-Ph1-T-Ph1-Z, R-Xa-2-Ph1-T-Ph3-Z, R-Xa-2-Ph1-V
O-Ph-Z, R-Xa-2-Ph1-VO-Ph1-Z, R-Xa-2-Ph1-VO-Ph3-Z,
R-Xa-2-Ph1-Cy-Z, R-Xa-2-Ph1-Ph-Z, R-Xa-2-Ph1-Ph1-
Z, R-Xa-2-Ph1-Ph3-Z, R-Xa-2-Ph3-G-Ph-Z, R-Xa-2-Ph3
-G-Ph1-Z, R-Xa-2-Ph3-G-Ph3-Z, R-Xa-2-Ph3-T-Ph-Z, R
-Xa-2-Ph3-T-Ph1-Z, R-Xa-2-Ph3-T-Ph3-Z, R-Xa-2-Ph3-
VO-Ph-Z, R-Xa-2-Ph3-VO-Ph1-Z, R-Xa-2-Ph3-VO-Ph3-
Z, R-Xa-2-Ph3-Cy-Z, R-Xa-2-Ph3-Ph-Z, R-Xa-2-Ph3-Ph
1-Z, R-Xa-2-Ph3-Ph3-Z, R-Xa-G-Ph-G-Ph-Z, R-Xa-G-Ph
-G-Ph1-Z, R-Xa-G-Ph-G-Ph3-Z, R-Xa-G-Ph-T-Ph-Z, RX
aG-Ph-T-Ph1-Z, R-Xa-G-Ph-T-Ph3-Z, R-Xa-G-Ph-VO-Ph
-Z, R-Xa-G-Ph-VO-Ph1-Z, R-Xa-G-Ph-VO-Ph3-Z, R-Xa-G
-Ph-Cy-Z, R-Xa-G-Ph-Ph-Z, R-Xa-G-Ph-Ph1-Z, R-Xa-G-
Ph-Ph3-Z, R-Xa-G-Ph1-G-Ph-Z, R-Xa-G-Ph1-G-Ph1-Z, R
-Xa-G-Ph1-G-Ph3-Z, R-Xa-G-Ph1-T-Ph-Z, R-Xa-G-Ph1-T
-Ph1-Z, R-Xa-G-Ph1-T-Ph3-Z, R-Xa-G-Ph1-VO-Ph-Z, R-
Xa-G-Ph1-VO-Ph1-Z, R-Xa-G-Ph1-VO-Ph3-Z, R-Xa-G-Ph1
-Cy-Z, R-Xa-G-Ph1-Ph-Z, R-Xa-G-Ph1-Ph1-Z, R-Xa-GP
h1-Ph3-Z, R-Xa-G-Ph3-G-Ph-Z, R-Xa-G-Ph3-G-Ph1-Z, R
-Xa-G-Ph3-G-Ph3-Z, R-Xa-G-Ph3-T-Ph-Z, R-Xa-G-Ph3-T
-Ph1-Z, R-Xa-G-Ph3-T-Ph3-Z, R-Xa-G-Ph3-VO-Ph-Z, R-
Xa-G-Ph3-VO-Ph1-Z, R-Xa-G-Ph3-VO-Ph3-Z, R-Xa-G-Ph3
-Cy-Z, R-Xa-G-Ph3-Ph-Z, R-Xa-G-Ph3-Ph1-Z, R-Xa-GP
h3-Ph3-Z, R-Xa-T-Ph-G-Ph-Z, R-Xa-T-Ph-G-Ph1-Z, RX
aT-Ph-G-Ph3-Z, R-Xa-T-Ph-T-Ph-Z, R-Xa-T-Ph-T-Ph1-
Z, R-Xa-T-Ph-T-Ph3-Z, R-Xa-T-Ph-VO-Ph-Z,

R-Xa-T-Ph-VO-Ph1-Z, R-Xa-T-Ph-VO-Ph3-
Z, R-Xa-T-Ph-Cy-Z, R-Xa-T-Ph-Ph-Z, R-Xa-T-Ph-Ph1-
Z, R-Xa-T-Ph-Ph3-Z, R-Xa-T-Ph1-G-Ph-Z, R-Xa-T-Ph1-
G-Ph1-Z, R-Xa-T-Ph1-G-Ph3-Z, R-Xa-T-Ph1-T-Ph-Z, R-
Xa-T-Ph1-T-Ph1-Z, R-Xa-T-Ph1-T-Ph3-Z, R-Xa-T-Ph1-V
O-Ph-Z, R-Xa-T-Ph1-VO-Ph1-Z, R-Xa-T-Ph1-VO-Ph3-Z,
R-Xa-T-Ph1-Cy-Z, R-Xa-T-Ph1-Ph-Z, R-Xa-T-Ph1-Ph1-
Z, R-Xa-T-Ph1-Ph3-Z, R-Xa-T-Ph3-G-Ph-Z, R-Xa-T-Ph3
-G-Ph1-Z, R-Xa-T-Ph3-G-Ph3-Z, R-Xa-T-Ph3-T-Ph-Z, R
-Xa-T-Ph3-T-Ph1-Z, R-Xa-T-Ph3-T-Ph3-Z, R-Xa-T-Ph3-
VO-Ph-Z, R-Xa-T-Ph3-VO-Ph1-Z, R-Xa-T-Ph3-VO-Ph3-
Z, R-Xa-T-Ph3-Cy-Z, R-Xa-T-Ph3-Ph-Z, R-Xa-T-Ph3-Ph
1-Z, R-Xa-T-Ph3-Ph3-Z, R-Xa-VO-Ph-G-Ph-Z, R-Xa-VO-
Ph-G-Ph1-Z, R-Xa-VO-Ph-G-Ph3-Z, R-Xa-VO-Ph-T-Ph-
Z, R-Xa-VO-Ph-T-Ph1-Z, R-Xa-VO-Ph-T-Ph3-Z, R-Xa-VO
-Ph-VO-Ph-Z, R-Xa-VO-Ph-VO-Ph1-Z, R-Xa-VO-Ph-VO-Ph
3-Z, R-Xa-VO-Ph-Cy-Z, R-Xa-VO-Ph-Ph-Z, R-Xa-VO-Ph-
Ph1-Z, R-Xa-VO-Ph-Ph3-Z, R-Xa-VO-Ph1-G-Ph-Z, R-Xa-
VO-Ph1-G-Ph1-Z, R-Xa-VO-Ph1-G-Ph3-Z, R-Xa-VO-Ph1-T
-Ph-Z, R-Xa-VO-Ph1-T-Ph1-Z, R-Xa-VO-Ph1-T-Ph3-Z, R
-Xa-VO-Ph1-VO-Ph-Z, R-Xa-VO-Ph1-VO-Ph1-Z, R-Xa-VO-
Ph1-VO-Ph3-Z, R-Xa-VO-Ph1-Cy-Z, R-Xa-VO-Ph1-Ph-Z,
R-Xa-VO-Ph1-Ph1-Z, R-Xa-VO-Ph1-Ph3-Z, R-Xa-VO-Ph3-
G-Ph-Z, R-Xa-VO-Ph3-G-Ph1-Z, R-Xa-VO-Ph3-G-Ph3-Z,
R-Xa-VO-Ph3-T-Ph-Z, R-Xa-VO-Ph3-T-Ph1-Z, R-Xa-VO-P
h3-T-Ph3-Z, R-Xa-VO-Ph3-VO-Ph-Z, R-Xa-VO-Ph3-VO-Ph
1-Z, R-Xa-VO-Ph3-VO-Ph3-Z, R-Xa-VO-Ph3-Cy-Z, R-Xa-
VO-Ph3-Ph-Z, R-Xa-VO-Ph3-Ph1-Z, R-Xa-VO-Ph3-Ph3-
Z, R-Xa-Cy-2-Cy-Z, R-Xa-Cy-Cy-Z, R-Xa-Ph-G-Ph-Z, R
-Xa-Ph-G-Ph1-Z, R-Xa-Ph-G-Ph3-Z, R-Xa-Ph-T-Ph-Z, R
-Xa-Ph-T-Ph1-Z, R-Xa-Ph-T-Ph3-Z, R-Xa-Ph-VO-Ph-Z,
R-Xa-Ph-VO-Ph1-Z, R-Xa-Ph-VO-Ph3-Z, R-Xa-Ph-Cy-Z,
R-Xa-Ph-Ph-Z, R-Xa-Ph-Ph1-Z, R-Xa-Ph-Ph3-Z, R-Xa-P
h1-G-Ph-Z, R-Xa-Ph1-G-Ph1-Z, R-Xa-Ph1-G-Ph3-Z, RX
a-Ph1-T-Ph-Z, R-Xa-Ph1-T-Ph1-Z, R-Xa-Ph1-T-Ph3-Z,
R-Xa-Ph1-VO-Ph-Z, R-Xa-Ph1-VO-Ph1-Z, R-Xa-Ph1-VO-P
h3-Z, R-Xa-Ph1-Cy-Z, R-Xa-Ph1-Ph-Z, R-Xa-Ph1-Ph1-
Z, R-Xa-Ph1-Ph3-Z, R-Xa-Ph3-G-Ph-Z, R-Xa-Ph3-G-Ph1
-Z, R-Xa-Ph3-G-Ph3-Z, R-Xa-Ph3-T-Ph-Z, R-Xa-Ph3-T-
Ph1-Z, R-Xa-Ph3-T-Ph3-Z, R-Xa-Ph3-VO-Ph-Z, R-Xa-Ph
3-VO-Ph1-Z, R-Xa-Ph3-VO-Ph3-Z, R-Xa-Ph3-Cy-Z, R-Xa
-Ph3-Ph-Z, R-Xa-Ph3-Ph1-Z, R-Xa-Ph3-Ph3-Z R-Xb-Cy-2-Cy-Z, R-Xb-Cy-Cy-Z, R- Xb-Ph-G-Ph-Z, R-Xb
-Ph-G-Ph1-Z, R-Xb-Ph-G-Ph3-Z, R-Xb-Ph-T-Ph-Z, R-Xb
-Ph-T-Ph1-Z, R-Xb-Ph-T-Ph3-Z, R-Xb-Ph-VO-Ph-Z, RX
b-Ph-VO-Ph1-Z, R-Xb-Ph-VO-Ph3-Z, R-Xb-Ph-Cy-Z, RX
b-Ph-Ph-Z, R-Xb-Ph-Ph1-Z, R-Xb-Ph-Ph3-Z, R-Xb-Ph1-
G-Ph-Z, R-Xb-Ph1-G-Ph1-Z, R-Xb-Ph1-G-Ph3-Z, R-Xb-P
h1-T-Ph-Z, R-Xb-Ph1-T-Ph1-Z, R-Xb-Ph1-T-Ph3-Z, RX
b-Ph1-VO-Ph-Z, R-Xb-Ph1-VO-Ph1-Z, R-Xb-Ph1-VO-Ph3-
Z, R-Xb-Ph1-Cy-Z, R-Xb-Ph1-Ph-Z, R-Xb-Ph1-Ph1-Z, R
-Xb-Ph1-Ph3-Z, R-Xb-Ph3-G-Ph-Z, R-Xb-Ph3-G-Ph1-Z,
R-Xb-Ph3-G-Ph3-Z, R-Xb-Ph3-T-Ph-Z, R-Xb-Ph3-T-Ph1-
Z, R-Xb-Ph3-T-Ph3-Z, R-Xb-Ph3-VO-Ph-Z, R-Xb-Ph3-VO
-Ph1-Z, R-Xb-Ph3-VO-Ph3-Z, R-Xb-Ph3-Cy-Z, R-Xb-Ph3
-Ph-Z, R-Xb-Ph3-Ph1-Z, R-Xb-Ph3-Ph3-Z, R-Cy-2-Xa-T
-Ph-T-Cy-Z, R-Cy-2-Xa-T-Ph-Cy-Z, R-Cy-2-Xa-VO-Ph-2
-Cy-Z, R-Cy-2-Xa-VO-Ph-T-Cy-Z, R-Cy-2-Xa-Ph1-2-Ph3
-Z, R-Cy-2-Xa-Ph1-T-Ph3-Z, R-Cy-2-Xa-Ph1-Ph3-Z, R-
Cy-J-Xa-T-Ph-2-Cy-Z, R-Cy-J-Xa-Ph1-T-Cy-Z, R-Cy-J-
Xa-Ph1-Cy-Z, R-Cy-VO-Xa-VO-Ph-Cy-Z, R-Cy-VO-Xb-Ph-
2-Cy-Z, R-Cy-VO-Xa-Ph-T-Cy-Z, R-Cy-VO-Xb-Ph-Cy-Z,
R-Cy-Xa-T-Cy-2-Cy-Z, R-Cy-Xa-T-Cy-T-Cy-Z, R-Cy-Xa-
T-Cy-Cy-Z, R-Cy-Xa-VO-Cy-2-Cy-Z, R-Cy-Xa-VO-Cy-TC
yZ, R-Cy-Xa-VO-Cy-Cy-Z, R-Cy-Xa-Cy-2-Cy-Z, R-Cy-X
a-Cy-Cy-Z, R-Ph-2-Xa-Cy-2-Ph-Z, R-Ph-2-Xa-Cy-Ph-
Z, R-Ph-2-Xa-T-Ph1-2-Cy-Z, R-Ph-2-Xa-T-Ph1-T-Cy-
Z, R-Ph-J-Xa-Cy-2-Ph-Z, R-Ph-J-Xa-Cy-T-Ph-Z, R-Ph-
J-Xa-Cy-Ph-Z, R-Ph-T-Xa-Cy-2-Ph-Z, R-Ph-T-Xa-Cy-T-
Ph-Z, R-Ph-T-Xa-Ph-T-Ph-Z, R-Ph-T-Xa-Ph-Ph-Z, R-Ph
-VO-Xa-Ph-2-Ph-Z, R-Ph-VO-Xa-Ph-T-Ph-Z, R-Ph-VO-Xa
-Ph-Ph-Z, R-Ph-Xa-T-Ph1-Cy-Z, R-Ph-Xa-VO-Ph1-2-Cy-
Z, R-Ph-Xa-VO-Ph1-T-Cy-Z, R-Ph-Xa-VO-Ph1-Cy-Z, RP
h1-2-Xa-Ph1-2-Ph-Z, R-Ph1-2-Xa-Ph1-T-Ph-Z, R-Ph1-2
-Xa-Ph1-Ph-Z, R-Ph1-J-Xa-Ph1-2-Ph-Z, R-Ph1-J-Xa-Ph
1-T-Ph-Z, R-Ph1-J-Xa-Ph1-Ph-Z, R-Ph1-T-Xa-Cy-Ph3-
Z, R-Ph1-T-Xa-Ph1-2-Ph-Z, R-Ph1-T-Xa-Ph1-T-Ph-Z, R
-Ph1-VO-Xa-Cy-2-Ph3-Z, R-Ph1-VO-Xa-Cy-T-Ph3-Z, RP
h1-VO-Xa-Cy-Ph3-Z, R-Ph1-Xa-Ph-2-Ph-Z, R-Ph1-Xa-Ph
-T-Ph-Z, R-Ph1-Xa-Ph-Ph-Z, R-Ph1-Xa-Ph1-Ph-Z, R-Ph
3-2-Xa-Cy-2-Ph3-Z, R-Ph3-2-Xa-Ph-T-Ph3-Z, R-Ph3-2-
Xa-Ph-Ph3-Z, R-Ph3-J-Xa-Ph-2-Ph3-Z, R-Ph3-J-Xa-Ph-
T-Ph3-Z, R-Ph3-J-Xa-Ph-Ph3-Z, R-Ph3-T-Xa-Ph-2-Ph3-
Z, R-Ph3-T-Xa-Ph-T-Ph3-Z, R-Ph3-T-Xa-Ph-Ph3-Z, RP
h3-VO-Xa-Ph-2-Ph3-Z, R-Ph3-VO-Xa-Ph1-T-Ph3-Z, R-Ph
3-VO-Xa-Ph1-Ph3-Z, R-Ph3-Xa-Cy-2-Ph3-Z, R-Ph3-Xa-C
yT-Ph3-Z, R-Ph3-Xa-Cy-Ph3-Z,

5Xa-F, 7Xa-CN, 7-Ca-OV-Ca-D2-Xc-3a-Ca-
4-Ca-F, 9-Cb-D-Cb-3-Xd-3b-Cb-Cb-OCF3, 2O-Oc-2D-Oc-
3a-Xb-4-Oc-1O-Oc-CN, 5O-Od-D2-Od-3b-Xc-Od-O1-Od-C
l, 7O-Bc-3-Bc-Xd-1O-Bc-OV-Bc-OCHF2, 1O-3-Dc-3a-Dc-
4-Xb-O1-Dc-D-Dc-H, 1d2-Ph2-3b-Ph2-1O-Xc-OV-Ph2-2D-
Ph2-3, d (3) 1O-Ph4-4-Ph4-O1-Xd-D-Ph4-D2-Ph4-4, 6-Ph
5-1O-Ph5-OV-Xb-2D-Ph5-3-Ph5-5, 7-Ph6-O1-Ph6-D-Xc-D
2-Ph6-3a-Ph6-0d1, 9-Ph7-Ph7-2D-Xd-3-Ph7-3b-Ph7-0d
3, 2O-Ph8-OV-Ph8-D2-Xb-3a-Ph8-4-Ph8-1d3, 5O-Ya-DY
a-3-Xc-3b-Ya-Ya-1d1, 7O-Yb-2D-Yb-3a-Xd-4-Yb-1O-Yb-
3O, 1O-3-Ma-D2-Ma-3b-Xb-Ma-O1-Ma-, 1d2-Mb-3-Mb-Xc-
1O-Mb-OV-Mb-F, d (3) 1O-Pr-3a-Pr-4-Xd-O1-Pr-D-Pr-OCF
3, 6-Pr2-3b-Pr2-1O-Xb-OV-Pr2-2D-Pr2-CN, 7-Te-4-Te-
O1-Xc-D-Te-D2-Te-Cl, 9-Te1-1O-Te1-OV-Xd-2D-Te1-3-T
e1-OCHF2, 2O-Te2-O1-Te2-D-Xb-D2-Te2-3a-Te2-H, 5O-T
e3-Te3-2D-Xc-3-Te3-3b-Te3-3, 7O-Tb-OV-Tb-D2-Xd-3a-
Tb-4-Tb-4, 1O-3-Tb1-D-Tb1-3-Xb-3b-Tb1-Tb1-5, 1d2-T
b2-2D-Tb2-3a-Xc-4-Tb2-1O-Tb2-0d1, d (3) 1O-Tb3-D2-Tb
3-3b-Xd-Tb3-O1-Tb3-0d3, 6-Np-3-Np-Xb-1O-Np-OV-Np-1
d3, 7-Np1-3a-Np1-4-Xc-O1-Np1-D-Np1-1d1, 9-Np2-3b-N
p2-1O-Xd-OV-Np2-2D-Np2-3O, 2O-Np3-4-Np3-O1-Xb-D-Np
3-D2-Np3-, 5O-Np4-1O-Np4-OV-Xc-2D-Np4-3-Np4-F, 7O-
Np5-O1-Np5-D-Xd-D2-Np5-3a-Np5-OCF3, 1O-3-Np6-Np6-2
D-Xb-3-Np6-3b-Np6-CN, 1d2-Na1-OV-Na1-D2-Xc-3a-Na1-
4-Na1-Cl, d (3) 1O-Na2-D-Na2-3-Xd-3b-Na2-Na2-OCHF2,
6-Na3-2D-Na3-3a-Xb-4-Na3-1O-Na3-H, 7-Na4-D2-Na4-3b
-Xc-Na4-O1-Na4-3, 9-Na5-3-Na5-Xd-1O-Na5-OV-Na5-4,
2O-Na6-3a-Na6-4-Xb-O1-Na6-D-Na6-5, 5O-Nd1-3b-Nd1-1
O-Xc-OV-Nd1-2D-Nd1-0d1, 7O-Nd2-4-Nd2-O1-Xd-D-Nd2-D
2-Nd2-0d3, 1O-3-Nd3-1O-Nd3-OV-Xb-2D-Nd3-3-Nd3-1d
3, 1d2-Nd4-O1-Nd4-D-Xc-D2-Nd4-3a-Nd4-1d1, d (3) 1O-N
d5-2-Nd5-3-Xd-3-Nd5-2-Nd5-3O However, in each of the above formulas, R and Z have the same meaning as in formula (1).

In order to obtain the compound of the general formula (1), which is a feature of the present invention, it is possible to obtain it by a conventionally known method, and its R, ring A, ring B, ring C, ring D, L, M, Q,
Depending on T, m, n, q, t, X ¹ , X ² and Z, it can be produced, for example, as follows.

For example, equation (2)

[Chemical 6] (In the formula, X ¹ and X ² represent the same meaning as in the formula (1), X ³ represents an optionally protected hydroxyl group, a sulfonyloxy group, or the formula (3).

[0038]

[Chemical 7] (In the formula, q, t, Q, T, ring C, ring D and Z have the same meaning as in formula (1))), and Hereinafter, in the same manner as described in the literature (a)), the formula (4)

[Chemical 8] (Wherein X ¹ , X ² and X ³ have the same meanings as in formula (2)) are obtained.

Next, from the compound represented by (4),
A method similar to that described in (a), or a Grignard reagent,
From reaction with a nucleophile such as an organometallic compound such as an organozinc compound or an organolithium reagent, the formula (5) is obtained.

[0040]

[Chemical 9] (In the formula, R ¹ represents an organic residue of a nucleophile, and X ¹ , X ² and X ³
Represents the same as the formula (2).

Next, from the compound represented by (5), reference (a)
Formula (6a) and formula (6b) by the method described

[Chemical 10] (In the formula, R ¹ represents an organic residue of a nucleophile, and X ¹ , X ² and X ³
Represents the same meaning as in formula (2). From the mixture, (6a) is obtained using separation / purification such as column chromatography, recrystallization and distillation.

In particular, R ¹ in the formula (5) is a compound represented by the formula (6a) and represented by the formula (7)

[Chemical 11] (Wherein, R, m, n, ring A, ring B, L, X ¹ , X ² and M are the formula (1)
And X ³ has the same meaning as in formula (2)).

For example, the compound represented by the formula (4) and the compound represented by the formula (8)

[Chemical 12] (In the formula, X represents a chlorine atom, a bromine atom or an iodine atom, R ² represents the same meaning as R in the formula (1), m, n, ring A, ring B and
L has the same meaning as in formula (1). However, when n = 0 and m = 1, L represents a single bond, and when n = 0 and m = 0, R ² represents R having 2 less carbon atoms.

[0044]

[Chemical 13] (Wherein R ² , m, n, ring A, ring B and L have the same meaning as in formula (8), X ¹ , X ² and X ³ have the same meaning as in formula (2)), and then According to the above equation (7-1)

[Chemical 14] Can be obtained.

Further, the compound of the formula (5-1) is catalytically reduced to give a compound of the formula
(5-2)

[Chemical 15] (Wherein R ² , m, n, ring A, ring B and L represent the same meaning as in formula (8), X ¹ , X ² and X ³ represent the same as in formula (2)), and then According to the above formula (7-2)

[0046]

[Chemical 16] (In the formula, R ² , m, n, ring A, ring B and L have the same meaning as in formula (8), and X ¹ , X ² and X ³ have the same meaning as in formula (2)). You can

Alternatively, for example, a compound of the formula (4) and a compound of the formula (9)

[Chemical 17] (In the formula, X represents a chlorine atom, a bromine atom or an iodine atom, and R ² , m, n, ring A, ring B and L have the same meaning as in formula (8).)
From, equation (5-3)

[0048]

[Chemical 18] (Wherein R ² , m, n, ring A, ring B and L represent the same meaning as in formula (8), X ¹ , X ² and X ³ represent the same as in formula (2)), and then According to the above formula (7-4)

[0049]

[Chemical 19]

(Wherein R ² , m, n, ring A, ring B and L are of the formula
It is synonymous with (8), and X ¹ , X ² and X ³ are synonymous with formula (2). ) Can be obtained.

Alternatively, for example, the compound represented by the formula (4) and the formula (10a) or the formula (10b)

[Chemical 20] (In the formula, R ³ represents an alkyl group or an alkenyl group having 1 to 17 carbon atoms, which may be substituted by an alkoxyl group having 1 to 7 carbon atoms or 1 to 7 halogen atoms, Met Represents a zinc or magnesium atom, X
Represents a chlorine atom, a bromine atom or an iodine atom), and the formula (5-4)

[0052]

[Chemical 21] (In the formula, R ³ represents the same as the formula (10a), and X ¹ , X ² and X ³ represent the formula.
(Representing the same meaning as (2)), then catalytic reduction, the formula (5-5)

[0053]

[Chemical formula 22] (In the formula, R ³ represents the same as the formula (10a), and X ¹ , X ² and X ³ represent the formula.
(Representing the same meaning as (2)), and then according to the above formula (7-5)

[0054]

[Chemical formula 23] (In the formula, R ³ represents the same as the formula (10a), and X ¹ , X ² and X ³ represent the formula.
(Synonymous with (2)) can be obtained.

Expression (6) or expression thus obtained
When the compound of (7) corresponds to the compound of the general formula (1), which is a feature of the present invention, it can be used as it is for the present invention. It is also possible to offer.

For example, when X ³ is a hydrogen atom or a halogen atom in formula (6) or formula (7), an organolithium compound such as n-butyllithium is used, or
Alternatively, in the formula (7), when X ³ is a halogen atom, magnesium is used to formula (11)

[Chemical formula 24] (In the formula, R ⁴ has the same meaning as R ^{1 in} formula (6a), or formula (12)

[0057]

[Chemical 25] (In the formula, R, m, n, ring A, ring B, L and M represent the same meaning as in formula (1)), Met ¹ represents a lithium atom, or formula (13). (In the formula, X represents a halogen atom), X ¹ and X ² represent the same as the formula (2)), and then using this, a general formula
The compound represented by (1) can be obtained.

For example, the compound of formula (11) and the compound of formula (14)

[Chemical formula 26] (In the formula, t, rings D, T, and Z represent the same meaning as in formula (1)), and thus formula (15)

[0059]

[Chemical 27] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11), and t, ring
D, T and Z have the same meanings as in formula (1), and thus a compound represented by the formula (1) is obtained. Then, for example, after tosylation of the hydroxyl group, or after mesylation, using a hydride compound such as lithium aluminum hydride, further formula (7-6) by the method described in Document (a) and the like

[Chemical 28] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11), and t, ring
D, T and Z have the same meaning as in formula (1)), and thus a compound represented by the formula can be obtained.

Alternatively, for example, from the compound of formula (11) and iodine, the compound of formula (16)

[Chemical 29] (Wherein R ⁴ , X ¹ and X ² have the same meaning as in formula (11)), and then formula (17)

[0061]

[Chemical 30] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11), and t, ring
C, ring D, T and Z represent the same meaning as in formula (1)), Suzuki coupling or the like, or by the method described in literature (a), the formula (7-
7)

[Chemical 31] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11), and t, ring
C, ring D, T and Z have the same meaning as in formula (1).

Alternatively, for example, the compound of the formula (18) can be prepared from the compound of the formula (11) by the method described in the literature (a).

[Chemical 32] (Wherein R ⁴ , X ¹ and X ² have the same meanings as in formula (11)), and then by reaction with a suitable oxidizing agent such as hydrogen peroxide or a tertiary amine oxide. , Equation (19)

[0063]

[Chemical 33] (Wherein R ⁴ , X ¹ and X ² have the same meaning as in formula (11)) are obtained. When X ^{3 in} the formula (2) represents a protected hydroxyl group, the compound of the formula (19) can be obtained by deprotecting the hydroxyl group from the compound of the formula (6a) or the like. Then the literature
(a) according to the method described, the formula (7-8)

[Chemical 34] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11)).

Alternatively, for example, from the compound of formula (11) and carbon dioxide, formula (20)

[Chemical 35] (In the formula, R ⁴ , X ¹ and X ² have the same meaning as in formula (11)), and then the formula (7-9) is obtained by the method described in the literature (a).

[0065]

[Chemical 36] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11)). When X ³ represents a halogen atom in formula (2), the compound of formula (7-9) can also be obtained from the compound of formula (6a) or the like by the method described in document (a) or the like.

Alternatively, for example, from the compound of the formula (16), the compound of the formula (6a) in which X ³ represents a halogen atom or a sulfonyloxy group, or the compound of the formula (19), reference (a)
And a triflate derived by a method similar to that described in
(twenty one)

[Chemical 37] (In the formula, t, ring C, ring D, T and Z have the same meanings as in formula (1)), and the formula (7-10) by a coupling reaction in the presence of a catalyst such as a palladium catalyst.

[0067]

[Chemical 38] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11), and t, ring
C, ring D, T and Z have the same meaning as in formula (1).

Alternatively, for example, a compound of formula (20) and a compound of formula (2
2)

[Chemical Formula 39] (In the formula, t, ring C, ring D, T and Z represent the same meaning as in formula (1)), a compound represented by the formula (7-11) by reaction in the presence of a condensing agent such as a carbodiimide compound. )

[Chemical 40] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11), and t, ring
A compound represented by C, ring D, T and Z has the same meaning as in formula (1) can be obtained.

Alternatively, for example, the compound of formula (19) and the compound of formula (2
3)

[Chemical 41] (In the formula, t, ring C, ring D, T and Z represent the same meaning as in formula (1)), by the reaction in the presence of a condensing agent such as a carbodiimide compound (7-12 )

[0070]

[Chemical 42] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11), and t, ring
A compound represented by C, ring D, T and Z has the same meaning as in formula (1) can be obtained.

Furthermore, from the compounds of formula (7-11) and formula (7-12), for example, by the method described in JP-A-10-204016, etc.
(7-13) and formula (7-14)

[Chemical 43] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11), and t, ring
C, ring D, T and Z have the same meanings as in formula (1)), respectively.

Alternatively, for example, from the compound of formula (11) and dimethylformamide, the compound of formula (24)

[Chemical 44] (In the formula, R ⁴ , X ¹ and X ² have the same meaning as in the formula (11)), and then the formula (7-15) by a method similar to that described in the document (a).

[0073]

[Chemical formula 45] (In the formula, R ⁴ , X ¹ and X ² have the same meanings as in formula (11), and t, ring
A compound represented by C, ring D, T and Z has the same meaning as in formula (1) can be obtained.

Further, by a method similar to that described in German Patent 19652247, the formula (25)

[Chemical formula 46]

(Wherein R, m, n, ring A, ring B, L, M and
The resulting X ³ Formula (7) and represents the same meaning), then the hydride by a carbonyl group such as sodium borohydride after the hydroxyl group, and dehydrated by heating with an acid catalyst the presence of such p- toluenesulfonic acid, It is also possible to obtain the formula (7) and obtain the compound of the formula (1) by the method introduced above.

The above-described production methods can be used by appropriately rearranging them or changing the order when obtaining the desired compound, and conventionally known methods can be additionally used. Further, when obtaining the target compound, it is also possible to use protection / deprotection at appropriate times depending on the functional group in each compound.

The compound represented by the general formula (1) is easy to obtain a high specific resistance and a high voltage holding ratio, and is excellent in compatibility with other liquid crystal compositions, so that it is compatible with other liquid crystal compounds. It can be suitably used as a material for liquid crystal display cells in a mixture state. It is also possible to use two or more kinds of the compounds represented by the general formula (1) and suitably use them as a material for a liquid crystal display cell in the state of a mixture with other liquid crystal compounds. The compound of (1) can be used in any of the above-mentioned various display systems, but is suitable for use in a simple matrix drive or active matrix drive TN type display element and STN display element.

In the composition provided by the present invention, at least one compound represented by the general formula (1) is contained as the first component, but as other components, especially from the following second to fourth components: It is preferable to contain at least one kind.

That is, the second component is a so-called fluorine-based (halogen-based) p-type liquid crystal compound, and is represented by the following general formula (A1) to
It is composed of the compound represented by (A3).

[Chemical 47]

In the above formula, R ^b represents an alkyl group having 1 to 12 carbon atoms, which may be linear or may have a methyl or ethyl branch and is a 3- to 6-membered cyclic group. Any --CH _2- , which may have a structure and is present in the group, is --O--, --CH =
CH-, -CH = CF-, -CF = CH-, -CF = CF- or -C≡C- may be exchanged, and any hydrogen atom present in the group is a fluorine atom or trifluoromethoxy. It may be substituted with a group, but is a straight-chain alkyl group having 2 to 7 carbon atoms, a straight-chain 1-alkenyl group having 2 to 7 carbon atoms, and a straight-chain 3-group having 4 to 7 carbon atoms. Alkenyl group, terminal 1-3 carbon atoms
An alkyl group having 1 to 5 carbon atoms substituted by the alkoxyl group of is preferable. Further, when asymmetric carbon is generated by branching, the compound may be optically active or racemic.

Ring A, Ring B and Ring C are each independently substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, and one or more fluorine atoms. May be 1,4-phenylene group, 1
Naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, substituted by a fluorine atom 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5-diyl group may be represented by trans- 1,4-cyclohexylene group, transdecahydronaphthalene-trans-2,6-diyl group,
Naphthalene-2,6 optionally substituted by fluorine atom
A -diyl group or a 1,4-phenylene group optionally substituted by 1 to 2 fluorine atoms is preferable. Particularly when Ring B represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group,
Ring A preferably represents a trans-1,4-cyclohexylene group, and Ring B represents a ring-1, when Ring C represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group. And ring A preferably represents a trans-1,4-cyclohexylene group. Also, in (A3)
A preferably represents a trans-1,4-cyclohexylene group.

L^a, L^bAnd L^cIs a linking group,
Independently, a single bond, ethylene group (-CH ₂CH₂-), 1,2-propy
Ren group (-CH (CH₃) CH₂-And-CH₂CH (CH₃)-), 1,4-butyre
Group, -COO-, -OCO-, -OCF₂-,-CF₂O-, -CH = CH-, -CH = C
Represents F-, -CF = CH-, -CF = CF-, -C≡C- or -CH = NN = CH-
Is a single bond, ethylene group, 1,4-butylene group, -COO-, -OC
F₂-,-CF₂O-, -CF = CF- or -C≡C- is preferable, and a single bond
Or an ethylene group is particularly preferable. Also, in (A2)
At least one of them, but in (A3) at least one
It is preferable that two of them also represent a single bond.

Ring Z represents an aromatic ring and is represented by the following general formulas (IXa) to (I
Xc).

[Chemical 48]

In the formula, Y ^{a to} Y ^j each independently represent a hydrogen atom or a fluorine atom. In (IXa), at least one of Y ^a and Y ^b preferably represents a fluorine atom, and (IXb In), at least one of Y ^{d to} Y ^f preferably represents a fluorine atom, and particularly preferably Y ^d represents a fluorine atom.

[0085] end group P ^a represents a fluorine atom, a chlorine atom, trifluoromethoxy group, difluoromethoxy group, trifluoromethyl group or difluoromethyl group or 2 or more carbon atoms substituted by fluorine atoms 2 or 3 of alkoxylation It represents a group, an alkyl group, an alkenyl group or an alkenyloxy group, but a fluorine atom, a trifluoromethoxy group or a difluoromethoxy group is preferable, and a fluorine atom is particularly preferable.

The third component is a so-called cyano-based p-type liquid crystal compound, and is composed of compounds represented by the following general formulas (B1) to (B3).

[Chemical 49]

In the above formula, R ^c represents an alkyl group having 1 to 12 carbon atoms, which may be linear or may have a methyl or ethyl branch, and is a 3- to 6-membered cyclic group. Any --CH _2- , which may have a structure and is present in the group, is --O--, --CH =
CH-, -CH = CF-, -CF = CH-, -CF = CF- or -C≡C- may be exchanged, and any hydrogen atom present in the group is a fluorine atom or trifluoromethoxy. It may be substituted with a group, but is a straight-chain alkyl group having 2 to 7 carbon atoms, a straight-chain 1-alkenyl group having 2 to 7 carbon atoms, and a straight-chain 3-group having 4 to 7 carbon atoms. Alkenyl group, terminal 1-3 carbon atoms
An alkyl group having 1 to 5 carbon atoms substituted by the alkoxyl group of is preferable. Further, when asymmetric carbon is generated by branching, the compound may be optically active or racemic.

Ring D, ring e and ring F are each independently substituted with a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, and one or more fluorine atoms. May be 1,4-phenylene group, 1
Naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, substituted by a fluorine atom 1,4-cyclohexenylene group, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5-diyl group may be represented by trans- 1,4-cyclohexylene group, transdecahydronaphthalene-trans-2,6-diyl group,
Naphthalene-2,6 optionally substituted by fluorine atom
A -diyl group or a 1,4-phenylene group optionally substituted by 1 to 2 fluorine atoms is preferable. Particularly when the ring e represents a trans-1,4-cyclohexylene group or a trans decahydronaphthalene-trans-2,6-diyl group,
Ring D preferably represents a trans-1,4-cyclohexylene group, and when Ring F represents a trans-1,4-cyclohexylene group or a transdecahydronaphthalene-trans-2,6-diyl group, Ring D And ring e preferably represents a trans-1,4-cyclohexylene group. Also, in (B3)
D preferably represents a trans-1,4-cyclohexylene group.

L^d, L^eAnd L^fIs a linking group,
Independently, a single bond, ethylene group (-CH ₂CH₂-), 1,2-propy
Ren group (-CH (CH₃) CH₂-And-CH₂CH (CH₃)-), 1,4-butyre
Group, -COO-, -OCO-, -OCF₂-,-CF₂O-, -CH = CH-, -CH = C
F-, -CF = CH-, -CF = CF-, -C≡C-, -OCH₂-, -CH₂O-, again
Represents -CH = NN = CH-, but a single bond, an ethylene group, -COO-,-
OCF₂-,-CF₂O-, -CF = CF- or -C≡C- is preferred and single bond
In particular, an ethylene group or -COO- is particularly preferable. Also, (B
In (2), at least one of them is in (B3).
It is preferred that at least two of the above represent a single bond.

Ring Y represents an aromatic ring and is represented by the following general formulas (IXd) to (I
Xf).

[Chemical 50]

In the formula, Y ^{h to} Y ⁿ each independently represent a hydrogen atom or a fluorine atom, but in (IXe), Y ⁿ and Y ^o preferably represent a hydrogen atom. The terminal group Pa represents ^a cyano group (-CN), a cyanato group (-OCN) or -C≡CCN,
A cyano group is preferred.

The fourth component has a dielectric anisotropy of about 0,
This is a so-called n-type liquid crystal, which is composed of compounds represented by the following general formulas (C1) to (C3).

[Chemical 51]

In the above formula, R ^d and R ^e each independently represents an alkyl group having 1 to 12 carbon atoms, which may be linear or have a methyl or ethyl branch,
May have a cyclic structure having 3 to 6-membered ring, any -CH ₂ present in the group - is -O -, - CH = CH - , - CH = CF -, - CF = CH-, -CF
= CF- or -C≡C- may be exchanged, and any hydrogen atom present in the group may be replaced by a fluorine atom or a trifluoromethoxy group, but it has 1 to 7 carbon atoms. Straight-chain alkyl group, straight-chain 1 to 2-7 carbon atoms 1-
Alkenyl group, straight-chain 3-alkenyl group having 4 to 7 carbon atoms, straight-chain alkoxyl group having 1 to 3 carbon atoms, or 1 to 3 carbon atoms substituted at the end with an alkoxyl group having 1 to 3 carbon atoms A linear alkyl group having 5 carbon atoms is preferable, and at least one linear alkyl group having 1 to 7 carbon atoms, a linear 1-alkenyl group having 2 to 7 carbon atoms or 4 carbon atoms.
It is particularly preferred to represent a linear alkenyl group of -7.

Ring G, ring H, ring I, and ring J are each independently a trans-1,4-cyclohexylene group, trans decahydronaphthalene-trans-2,6-diyl group, and 1 to 2 fluorine atoms. May be substituted by atoms or methyl groups
1,4-phenylene group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, tetrahydronaphthalene-2,6-optionally substituted by 1 to 2 fluorine atoms Diyl group, 1,4-cyclohexenylene group optionally substituted by 1 to 2 fluorine atoms, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or Represents a pyridine-2,5-diyl group, but in each compound, transdecahydronaphthalene-trans-2,
6-diyl group, naphthalene optionally substituted by one or more fluorine atoms-2,6-diyl group, tetrahydronaphthalene optionally substituted by 1 to 2 fluorine atoms
-2,6-diyl group, 1,4-cyclohexenylene group optionally substituted by a fluorine atom, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group or The number of pyridine-2,5-diyl groups is preferably 1 or less, and the other rings are trans-1,4-cyclohexylene groups or 1 to 2
It is preferable to represent a 1,4-phenylene group which may be substituted with one fluorine atom or a methyl group.

L^g, L^hAnd LⁱIs a linking group,
Independently, a single bond, ethylene group (-CH ₂CH₂-), 1,2-propy
Ren group (-CH (CH₃) CH₂-And-CH₂CH (CH₃)-), 1,4-butyre
Group, -COO-, -OCO-, -OCF₂-,-CF₂O-, -CH = CH-, -CH = C
Represents F-, -CF = CH-, -CF = CF-, -C≡C- or -CH = NN = CH-
Is a single bond, ethylene group, 1,4-butylene group, -COO-, -OC
O-, -OCF₂-,-CF₂O-, -CF = CF-, -C≡C- or -CH = NN = CH
-Is preferable, and in (C2), at least one of them is
In 3), at least two of them may represent a single bond.
preferable.

A more preferable form of (C1) can be represented by the following general formulas (C1a) to (C1h).

[Chemical 52]

In the above formulas, R ^f and R ^g are each independently a straight chain alkyl group having 1 to 7 carbon atoms, or 2 to 7 carbon atoms.
A straight-chain 1-alkenyl group, a straight-chain 3-alkenyl group having 4 to 7 carbon atoms, a straight-chain alkoxyl group having 1 to 3 carbon atoms, or a terminal substituted with an alkoxyl group having 1 to 3 carbon atoms. Represents a straight-chain alkyl group having 1 to 5 carbon atoms, at least one of which is a straight-chain alkyl group having 1 to 7 carbon atoms, a straight-chain 1-alkenyl group having 2 to 7 carbon atoms, or a carbon atom. Number of atoms
It represents a linear 3-alkenyl group of 4 to 7. However, ring G1 ~ ring
When G8 is an aromatic ring, the corresponding R ^f excludes a 1-alkenyl group and an alkoxyl group, and when ring H1 to ring H8 are an aromatic ring, the corresponding R ^g excludes a 1-alkenyl group and an alkoxyl group.

Ring G1 and ring H1 are each independently substituted by a trans-1,4-cyclohexylene group, a transdecahydronaphthalene-trans-2,6-diyl group, 1 to 2 fluorine atoms or a methyl group. Optionally 1,4-phenylene group, naphthalene which may be substituted with one or more fluorine atoms-2,6-diyl group, tetrahydronaphthalene which may be substituted with 1 to 2 fluorine atoms- 2,6
-Diyl group, 1,4-cyclohexenylene group optionally substituted by 1 to 2 fluorine atoms, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl group Or represents a pyridine-2,5-diyl group, in each compound,
Transdecahydronaphthalene-trans-2,6-diyl group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, optionally substituted by 1-2 fluorine atoms Tetrahydronaphthalene-2,6-diyl group, 1,4-cyclohexenylene group optionally substituted by a fluorine atom, 1,3-dioxane-trans-2,5-diyl group, pyrimidine-2,5-diyl Group or pyridine-2,5-
The number of diyl groups is preferably 1 or less, in which case the other ring is trans-1,4-cyclohexylene group or 1
Represents a 1,4-phenylene group optionally substituted by 2 fluorine atoms or a methyl group. Ring G2 and ring H2 are each independently a trans-1,4-cyclohexylene group, trans decahydronaphthalene-trans-2,6-diyl group,
1,4-phenylene group optionally substituted by 1 to 2 fluorine atoms or methyl group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, 1
~ Represents a tetrahydronaphthalene-2,6-diyl group optionally substituted by two fluorine atoms, in each compound trans decahydronaphthalene-trans-2,6-
Diyl group, naphthalene optionally substituted by one or more fluorine atoms-2,6-diyl group, tetrahydronaphthalene optionally substituted by 1-2 fluorine atoms-
It is preferable that the 2,6-diyl group represents one or less, in which case the other ring may be substituted with a trans-1,4-cyclohexylene group or 1 to 2 fluorine atoms or a methyl group. Represents a 1,4-phenylene group. Ring G3 and Ring H3
Are each independently 1,2-phenylene group optionally substituted by 1 to 2 fluorine atoms or a methyl group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms Represents a tetrahydronaphthalene-2,6-diyl group which may be substituted by 1 to 2 fluorine atoms, and naphthalene-2,6-which may be substituted by one or more fluorine atoms in each compound. Diyl group, 1-2
It is preferable that the number of tetrahydronaphthalene-2,6-diyl groups which may be substituted by 4 fluorine atoms is 1 or less.

A more preferable form of (C2) can be represented by the following general formulas (C2a) to (C2m).

[Chemical 53]

In the above formula, ring G1, ring G2, ring G3, ring H1, ring H2 and ring H3 have the above-mentioned meanings, ring I1 is ring G1 and ring I2 is ring.
G2 and ring I3 have the same meanings as ring G3. Also,
In each of the above compounds, transdecahydronaphthalene
-Trans-2,6-diyl group, naphthalene-2,6-diyl group optionally substituted by one or more fluorine atoms, 1-2
Tetrahydronaphthalene-2,6-diyl group optionally substituted by fluorine atoms, 1,4-cyclohexenylene group optionally substituted by fluorine atoms, 1,3-dioxane-trans-2,5 -Diyl group, pyrimidine-2,5-diyl group or pyridine-2,5-diyl group is preferably 1 or less, in which case the other ring is trans-1,4-cyclohexylene group or 1 ~ It represents a 1,4-phenylene group which may be substituted with two fluorine atoms or a methyl group.

Next, a more preferable form of (C3) can be represented by the following general formulas (C3a) to (C3f).

[Chemical 54]

In the above formula, ring G1, ring G2, ring H1, ring H2, ring I1 and ring I2 have the above-mentioned meanings, ring J1 is ring G1 and ring J2 is ring.
Represents the same meaning as G2. In each of the above compounds, transdecahydronaphthalene-trans-2,6-
Diyl group, naphthalene optionally substituted by one or more fluorine atoms-2,6-diyl group, tetrahydronaphthalene optionally substituted by 1-2 fluorine atoms-
2,6-diyl group, optionally substituted by fluorine atom
1,4-cyclohexenylene group, 1,3-dioxane-trans-
The number of 2,5-diyl group, pyrimidine-2,5-diyl group or pyridine-2,5-diyl group is preferably within 1, and the other ring in that case is trans-1,4-cyclohexylene group. Alternatively, it represents a 1,4-phenylene group optionally substituted by 1 to 2 fluorine atoms or a methyl group.

As will be apparent from the examples described later, the compound of the present invention has excellent response and is suitable as a liquid crystal material for a high speed display liquid crystal display. The same applies to the liquid crystal composition of the present invention, and the display element of the present invention exhibits an excellent property of responding at high speed. In addition, the compound of the present invention has excellent liquid crystallinity and excellent compatibility with currently widely used liquid crystal compounds and liquid crystal compositions. Also,
It can be seen that it has a superior effect to the conventional compound in preparing a liquid crystal composition having a wide temperature range showing a liquid crystal phase, a low threshold voltage and capable of high speed response. It has a large effect of reducing the threshold voltage and is extremely excellent as a liquid crystal material that can be driven at a low voltage.

Therefore, the compound of the general formula (1) can be mixed with other nematic liquid crystal compounds in the TN type or ST type.
It can be suitably used as a liquid crystal material having a wide temperature range and capable of being driven at a low voltage particularly for N-type field effect display cells. In addition, among the compounds of (1), those that do not have a strong polar group in the molecule can easily obtain a large specific resistance and a high voltage holding ratio, and should be used as a constituent component of a liquid crystal material for active matrix driving. Is also possible. The present invention is thus a compound represented by the general formula (1),
And a liquid crystal composition containing at least one of them as a constituent.

[0105]

The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples.

Example 1 5,7-Difluoro-2-propyl-
Synthesis of 3,4-dihydronaphthalene

[Chemical 55]

(1-a) Synthesis of 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one 200 g of 5,7-difluorophenylacetic acid and 300 g of thionyl chloride
To a solution of 1,2-dichloroethane in 400 mL of was added a catalytic amount of pyridine and heated under reflux for 5 hours in a nitrogen atmosphere, and then 1,2-dichloroethane and excess thionyl chloride were distilled off. The obtained residue is added dropwise to 1000 mL of dichloromethane and 320 g of aluminum chloride under cooling at -20 ° C. After stirring for 30 minutes, ethylene gas was blown thereinto, the mixture was further stirred for 5 hours, diluted hydrochloric acid was added, the organic layer was separated, and then the aqueous layer was extracted with toluene. The organic layers were combined, washed successively with water, saturated aqueous sodium hydrogen carbonate, water and saturated brine, dried over anhydrous sodium sulfate, evaporated to remove the solvent, and distilled under reduced pressure, followed by recrystallization from hexane 5,7. -Difluoro-1,2,3,4-tetrahydronaphthalene-2-
Got 170g on.

(1-b) Synthesis of 5,7-difluoro-2-propyl-3,4-dihydronaphthalene To 50 mL of tetrahydrofuran (THF) 5,7-difluoro-1,2, obtained in (1-a) Dissolve 10.0 g of 3,4-tetrahydronaphthalen-2-one, then add 5.4 g of zinc dust, and suspend with stirring. After adding 0.3 mL of trimethylsilyl chloride at room temperature, 10.0 g of allyl bromide was added dropwise over 30 minutes (at this time, the system temperature had reached 50 ° C.), and the mixture was further stirred for 1 hour. Ten
After adding 20 %% hydrochloric acid, the mixture was extracted with toluene, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate.
Then, the solvent was distilled off and 12.3 g of 5,7-difluoro-2- (2-
A crude product of propenyl) -1,2,3,4-tetrahydronaphthalen-2-ol was obtained.

The crude product was dissolved in 48 mL of ethyl acetate,
After stirring for 2 hours under a hydrogen atmosphere of 0.5 MPa with 0.6 g of 5% palladium carbon, the mixture was filtered and concentrated to give 5,7-difluoro-
12 g of a crude product of 2-propyl-1,2,3,4-tetrahydronaphthalen-2-ol was obtained. 50 mL of this crude product in toluene
After heating under reflux with 0.6 g of p-toluenesulfonic acid monohydrate for 2 hours, the mixture was cooled to room temperature, washed with water and saturated brine in that order, dried over anhydrous magnesium sulfate, and concentrated to give 5,7-difluoro- 2-propyl-3,4-dihydronaphthalene and 5,7-
A mixture of difluoro-2-propyl-1,4-dihydronaphthalene was obtained. Then, the residue was purified by vacuum distillation and column chromatography to obtain 8.0 g of 5,7-difluoro-2-propyl-3,4-dihydronaphthalene. It was a liquid at room temperature.

Similarly, the following compounds were obtained. 6-Fluoro-2-propyl-3,4-dihydronaphthalene 5,7-dichloro-2-propyl-3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2-propyl-
3,4-dihydronaphthalene 5,7-dichloro-6-trifluoromethoxy-2-propyl-3,4
-Dihydronaphthalene 6-trifluoromethoxy-2-propyl-3,4-dihydronaphthalene

Example 2 Synthesis of 2-propyl-6-iodo-5,7-difluoro-3,4-dihydronaphthalene

[Chemical 56] 5,7-difluoro-2-propyl-3,4-dihydronaphthalene 10.0g obtained in Example 1 was dissolved in THF 50mL, under cooling to -50 ℃, n- butyllithium 1.51M hexane solution 32mL was added dropwise. 5,7-Difluoro-6-lithio-2-propyl-3,4-dihydronaphthalene was prepared. Next, 13.4 g of iodine dissolved in 42 mL of THF was added dropwise, and after stirring for 2 hours, 20 mL of water was added to stop the reaction. After returning to room temperature, the organic layer was washed with an aqueous sodium hydrogen sulfite solution and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off and the residue was purified by column chromatography to obtain 16 g of 2-propyl-6-iodo-5,7-difluoro-3,4-dihydronaphthalene.

Example 3 5,7-Difluoro-2-propyl-6
Synthesis of-(3,4,5-trifluorophenyl) -3,4-dihydronaphthalene

[Chemical 57] 6.3 g of 3,4,5-trifluorophenyl borate obtained from the reaction of trimethyl borate with a Grignard reagent prepared from 3,4,5-trifluorobromobenzene and magnesium
And, 2-propyl-6-iodo-5,7-difluoro-3,4-dihydronaphthalene 10 g obtained in Example 2, tetrakis (triphenylphosphino) palladium (0) in the presence of 0.86 g, toluene 40 mL, Reflux for 10 hours in 40 mL of 2M potassium carbonate aqueous solution,
After returning to room temperature, the organic layer was washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. Evaporate the solvent,
Purified by column chromatography, recrystallized from ethanol 2-propyl-6- (3,4,5-trifluorophenyl)-
5.0 g of 5,7-difluoro-3,4-dihydronaphthalene was obtained.
Melting point 28.3 ° C.

Similarly, the following compounds were obtained. 5,7-Difluoro-2-propyl-6- (4-fluorophenyl)-
3,4, -Dihydronaphthalene 5,7-difluoro-2-propyl-6- (3,4-difluorophenyl) -3,4, -dihydronaphthalene 5,7-difluoro-2-propyl-6- {4- (Trifluoromethoxy) phenyl} -3,4, -dihydronaphthalene 5,7-difluoro-2-propyl-6- {4- (trifluoromethoxy) -3-fluorophenyl} -3,4, -dihydronaphthalene 5 , 7-Difluoro-2-propyl-6- {4- (trifluoromethoxy) -3,5-difluorophenyl} -3,4, -dihydronaphthalene

Example 4 Synthesis of 2-propyl-6- {2- (3,4,5-trifluorophenyl) ethynyl} -5,7-difluoro-3,4-dihydronaphthalene

[Chemical 58] 2-Propyl-6-iodo-5,7-difluoro-3, obtained in Example 2.
4-dihydronaphthalene 10 g and (3,4,5-trifluorophenyl) acetylene 5.5 g dimethylformamide (DMF) 60 mL
And triethylamine 20 mL, copper iodide 0.11 g and tetrakis (triphenylphosphino) palladium (0) 0.6
After stirring for 8 hours at 90 ° C. in the presence of 9 g and returning to room temperature,
It was added to water and extracted with hexane. The organic layer was washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off, the residue was purified by column chromatography, and recrystallized from ethanol. 2-propyl-6- {2- (3,4,5-trifluorophenyl) ethynyl} -5,7-difluoro-3,4 -7.0 g of dihydronaphthalene was obtained.

Similarly, the following compounds were obtained. 2-Propyl-6- {2- (4-fluorophenyl) ethynyl} -5,7-
Difluoro-3,4-dihydronaphthalene 2-propyl-6- {2- (3,4-difluorophenyl) ethynyl}-
5,7-Difluoro-3,4-dihydronaphthalene 2-propyl-6- {2- {4- (trifluoromethoxy) phenyl}
Ethynyl} -5,7-difluoro-3,4-dihydronaphthalene 2-propyl-6- {2- {4- (trifluoromethoxy) -3-fluorophenyl} ethynyl} -5,7-difluoro-3,4 -Dihydronaphthalene 2-propyl-6- {2- {4- (trifluoromethoxy) -3,5-difluorophenyl} ethynyl} -5,7-difluoro-3,4-dihydronaphthalene

Example 5 2-Propyl-5,7-difluoro-
Synthesis of 3,4,5-trifluorophenyl 3,4-dihydronaphthalene-6-carboxylic acid

[Chemical 59] From 5,7-difluoro-6-lithio-2-propyl-3,4-dihydronaphthalene prepared in Example 2, 5,7-difluoro-6-carboxyl-2 by reaction with carbon dioxide (dry ice)
-Propyl-3,4-dihydronaphthalene was obtained. Then, 5.0 g and 3,4,5-trifluorophenol 2.9 g and 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride
After stirring 4.2 g and 30 mL of methylene chloride at room temperature for 8 hours, the organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled off, the residue was purified by column chromatography, and recrystallized from ethanol. 2-propyl-5,7-difluoro-3,4-dihydronaphthalene-6-carboxylic acid 3,4,5-
5.1 g of trifluorophenyl was obtained.

Similarly, the following compounds were obtained. 2-propyl-5,7-difluoro-3,4-dihydronaphthalene-6
-Carboxylic acid 4-fluorophenyl 2-propyl-5,7-difluoro-3,4-dihydronaphthalene-6
-Carboxylic acid 3,4-difluorophenyl 2-propyl-5,7-difluoro-3,4-dihydronaphthalene-6
-Carboxylic acid 4-trifluoromethoxyphenyl 2-propyl-5,7-difluoro-3,4-dihydronaphthalene-6
-Carboxylic acid 3-fluoro-4-trifluoromethoxyphenyl 2-propyl-5,7-difluoro-3,4-dihydronaphthalene-6
-Carboxylic acid 3,5-difluoro-4-trifluoromethoxyphenyl 2-propyl-5,7-difluoro-3,4-dihydronaphthalene-6
-Carboxylic acid 4-cyanophenyl 2-propyl-5,7-difluoro-3,4-dihydronaphthalene-6
-Carboxylic acid 3-fluoro-4-cyanophenyl 2-propyl-5,7-difluoro-3,4-dihydronaphthalene-6
-Carboxylic acid 3,5-difluoro-4-cyanophenyl

Example 6 Synthesis of 2-propyl-6- (trans-4-propylcyclohexyl) -5,7-difluoro-3,4-dihydronaphthalene

[Chemical 60] To 0.87 g of scraped magnesium, the 2-propyl obtained in Example 2 was added.
-6-iodo-5,7-difluoro-3,4-dihydronaphthalene 10g
Was dissolved in 40 mL of THF and added dropwise at a rate such that it was refluxed to prepare a Grignard reaction agent. After returning to room temperature, 4.3 g of 4-propylcyclohexanone was dissolved in 16 mL of THF and added dropwise. 1
0% hydrochloric acid was added, extracted with toluene, the organic layers were combined, water,
The extract was washed successively with saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain 10.5 g of a crude product of 2-propyl-6- (4-propyl-1-hydroxycyclohexyl) -5,7-difluoro-3,4-dihydronaphthalene. This is dissolved in 50 mL of methylene chloride, 2.4 g of pyridine is added, and 3.5 g of methanesulfonic acid chloride is added dropwise under ice cooling. After stirring for 1 hour, water was added, the organic layer was separated, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a crude product. This was dissolved in 50 mL of THF and added dropwise to a suspension of 1.2 g of lithium aluminum hydride in 30 mL of THF. Under ice-cooling, 10% hydrochloric acid was added, extracted with toluene, the organic layers were combined, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain a crude product. Dissolve this in DMF 50mL, t-butoxy potassium 2.0g
Was added and stirred at 90 ° C. for 6 hours. The mixture was poured into water, extracted with hexane, the organic layers were combined, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The solvent was distilled off, 10.0 g
The crude product of was obtained. After column chromatography, recrystallize from ethanol to give 2-propyl-6- (trans-4-
4.9 g of propylcyclohexyl) -5,7-difluoro-3,4-dihydronaphthalene was obtained.

Similarly, the following compounds were obtained. 2-Propyl-6- (trans-4-butylcyclohexyl) -5,7
-Difluoro-3,4-dihydronaphthalene 2-propyl-6- (trans-4-pentylcyclohexyl)-
5,7-Difluoro-3,4-dihydronaphthalene 2-propyl-6- (trans-4-vinylcyclohexyl) -5,7
-Difluoro-3,4-dihydronaphthalene 2-propyl-6- {trans-4- (3-butenyl) cyclohexyl} -5,7-difluoro-3,4-dihydronaphthalene 2-propyl-6- {trans-4 -(3-Pentenyl) cyclohexyl} -5,7-difluoro-3,4-dihydronaphthalene 2-propyl-6- (trans, trans-4'-propylbicyclohexyl) -5,7-difluoro-3,4- Dihydronaphthalene 2-propyl-6- (trans, trans-4'-butylbicyclohexyl) -5,7-difluoro-3,4-dihydronaphthalene 2-propyl-6- (trans, trans-4'-pentylbicyclohexyl) ) -5,7-Difluoro-3,4-dihydronaphthalene 2-propyl-6- (trans, trans-4'-vinylbicyclohexyl) -5,7-difluoro-3,4-dihydronaphthalene 2-propyl-6 -{Trans, trans-4 '-(3-butenyl) bicyclohexyl} -5,7-difluoro-3,4-dihydronaphthalene 2-propyl-6- {tra Scan, trans-4 '- (3-pentenyl)
Bicyclohexyl} -5,7-difluoro-3,4-dihydronaphthalene

Example 7 5,7-Difluoro-2-pentyl-
Synthesis of 3,4-dihydronaphthalene

[Chemical formula 61] 1.4M THF / toluene (25/75) solution of methylmagnesium bromide in a mixture of 60 mL of toluene and 15.0 g of 1-pentyne 6
After adding 9.0 mL and refluxing for 2.5 hours, the mixture was cooled to 25 ° C.
8.0 g of 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 1 was dissolved in 24 mL of toluene, and the solution was added dropwise over 10 minutes. The mixture was further stirred for 1 hour, 10% hydrochloric acid (60 mL) was added, the mixture was extracted with toluene, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. Then, the solvent was distilled off to obtain 11 g of 5,7-difluoro-2- (1-pentynyl) -1,2,3,4-tetrahydronaphthalen-2-ol crude product. Then, in the same manner as in Example 1, 10 g of 5,7-difluoro-2-pentyl-3,4-dihydronaphthalene was obtained.

Similarly, the following compounds were obtained. 5,7-difluoro-2-butyl-3,4-dihydronaphthalene 5,7-difluoro-2-hexyl-3,4-dihydronaphthalene 5,7-difluoro-2-heptyl-3,4-dihydronaphthalene 5, 7-dichloro-2-butyl-3,4-dihydronaphthalene 5,7-dichloro-2-pentyl-3,4-dihydronaphthalene 5,7-dichloro-2-hexyl-3,4-dihydronaphthalene 5,7- Dichloro-2-heptyl-3,4-dihydronaphthalene 6-fluoro-2-butyl-3,4-dihydronaphthalene 6-fluoro-2-pentyl-3,4-dihydronaphthalene 6-fluoro-2-hexyl-3, 4-dihydronaphthalene 6-fluoro-2-heptyl-3,4-dihydronaphthalene 6-trifluoromethoxy-2-butyl-3,4-dihydronaphthalene 6-trifluoromethoxy-2-pentyl-3,4-dihydronaphthalene 6-trifluoromethoxy-2-hexyl-3,4-dihydronaphthalene 6-trifluoromethoxy-2-heptyl-3,4-dihydronaphthalene 3, 4,5-Trifluoro-2-butyl-3,4-dihydronaphthalene 3,4,5-trifluoro-2-pentyl-3,4-dihydronaphthalene 3,4,5-trifluoro-2-hexyl-3 , 4-Dihydronaphthalene 3,4,5-trifluoro-2-heptyl-3,4-dihydronaphthalene

Example 8 Synthesis of 2-Pentyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 5,7, obtained in Example 7 -Difluoro-2-pentyl-3,4-dihydronaphthalene, 2-pentyl-in the same manner as in Example 3.
6- (3,4,5-trifluorophenyl) -5,7-difluoro-3,4-
Dihydronaphthalene was obtained.

Similarly, the following compounds were obtained. 2-Butyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-hexyl-6- (3,4,5-trifluorophenyl) -5, 7-Difluoro-3,4-dihydronaphthalene 2-heptyl-6- (3,4,5-trifluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-butyl-6- (4-fluoro Phenyl) -5,7-difluoro-3,4
-Dihydronaphthalene 2-pentyl-6- (4-fluorophenyl) -5,7-difluoro-
3,4-dihydronaphthalene 2-hexyl-6- (4-fluorophenyl) -5,7-difluoro-
3,4-dihydronaphthalene 2-heptyl-6- (4-fluorophenyl) -5,7-difluoro-
3,4-dihydronaphthalene

2-butyl-6- (4,5-difluorophenyl) -5,
7-Difluoro-3,4-dihydronaphthalene 2-pentyl-6- (4,5-difluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-hexyl-6- (4,5-difluorophenyl) ) -5,7-Difluoro-3,4-dihydronaphthalene 2-heptyl-6- (4,5-difluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-butyl-6- (4- Trifluoromethoxyphenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-pentyl-6- (4-trifluoromethoxyphenyl) -5,7-
Difluoro-3,4-dihydronaphthalene 2-hexyl-6- (4-trifluoromethoxyphenyl) -5,7-
Difluoro-3,4-dihydronaphthalene 2-heptyl-6- (4-trifluoromethoxyphenyl) -5,7-
Difluoro-3,4-dihydronaphthalene 2-butyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-pentyl-6- (4-trifluoro Methoxy-3-fluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-hexyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-3,4-dihydro Naphthalene 2-heptyl-6- (4-trifluoromethoxy-3-fluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-butyl-6- (4-trifluoromethoxy-3,5-difluoro Phenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-pentyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2- Hexyl-6- (4-trifluoromethoxy-3,5-difluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-heptyl-6- (4-triflu Rometokishi 3,5-difluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene

Example 9 Synthesis of 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene

[Chemical formula 62] From 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one and (trans-4-propylcyclohexyl) acetylene obtained in Example 1, 5,7-in the same manner as in Example 7. Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene was obtained.

Similarly, the following compound was obtained. 5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl}- 3,4-Dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4- Heptylcyclohexyl) ethyl} -3,4-dihydronaphthalene 6-fluoro-2- {2- (trans-4-ethylcyclohexyl)
Ethyl} -3,4-dihydronaphthalene 6-fluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene 6-fluoro-2- {2- (trans-4-butyl Cyclohexyl)
Ethyl} -3,4-dihydronaphthalene 6-Fluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -3,4-dihydronaphthalene

6-Fluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2- (trans-4-ethylcyclohexyl) ethyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2- (trans-4 -Butylcyclohexyl) ethyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2- (trans-4-pentylcyclohexyl) ethyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- { 2- (trans-4-heptylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2- (trans-4-ethylcyclohexyl) ethyl} -3,4 -Dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2- (trans-4-p Pyrcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2- (trans-4-butylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7- Difluoro-6-trifluoromethoxy-2- {2- (trans-4-pentylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2- (trans- 4-heptylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,6,7 -Trifluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2- (trans-4-heptylcyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-Difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4 ' -Propylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7- Difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl ) Ethyl} -3,4-dihydronaphthalene 6-fluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 6-fluoro-2- {2- ( Trans, trans-4'-propylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 6-fluoro-2- {2- (trans, trans-4'-butylbicyclohexyl ) Ethyl} -3,4-dihydronaphthalene 6-fluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 6-fluoro-2- {2- ( Trans, trans-4'-heptylbicyclohexyl) ethyl} -3,4-dihydronaphthalene

6-trifluoromethoxy-2- {2- (trans,
Trans-4'-ethylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2- (trans, trans-4'-
Propylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2- (trans, trans-4'-
Butylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2- (trans, trans-4'-
Pentylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2- (trans, trans-4'-
Heptylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -3,4-
Dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -3,
4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -3,4-
Dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -3,
4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -3,
4-dihydronaphthalene 5,6,7-trifluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2- (trans, trans-4'-butylbicyclohexyl)) Ethyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -3,4-dihydronaphthalene 5,6,7- Trifluoro-2- {2- (trans, trans-4'-heptylbicyclohexyl) ethyl} -3,4-dihydronaphthalene

Example 10 5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene Synthesis of

[Chemical formula 63] 5,7-Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene obtained in Example 9 was used in the same manner as in Example 3 to give 5,7-difluoro- 2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (3,4,5-
Trifluorophenyl) -3,4-dihydronaphthalene was obtained.

Similarly, the following compound was obtained. 5,7-Difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4- Pentylcyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (3,4,5-Trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-fluorophenyl) -3 , 4-Dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl } -6- (4-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-fluorophenyl) -3, 4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- { 2- (trans-4-ethylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl } -6- (3,4-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (3,4-difluorophenyl ) -3,4-Dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7 -Difluoro-2- {2- (tiger S-4-hexylcyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6 -(4-trifluoromethoxyphenyl) -3,4-
Dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,
4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-
Dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,
4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,
4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7 -Difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2 -(Trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene

5,7-Difluoro-2- {2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxy
-3-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3-fluorophenyl)- 3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans-4-ethylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydro Naphthalene 5,7-difluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7- Difluoro-2- {2- (trans-4-butylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- { 2- (trans-4-pentylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2 -{2- (trans-4-hexylcyclohexyl) ethyl} -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- ( Trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans- 4'-Propylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-butyl Bicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl } -6- (3,4,5-Trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4,5-trifluorophenyl ) -3,4-dihydronaphthalene 5,7-Difluoro-2- {2- (trans, trans-4'-ethyl-bi) ethyl} -6- (4-fluorophenyl) -3,4
Dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -3,
4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-
Dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -3,
4-dihydronaphthalene

5,7-difluoro-2- {2- (trans, trans
-4'-hexylbicyclohexyl) ethyl} -6- (4-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl } -6- (3,4-difluorophenyl)-
3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5 , 7-Difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl)-
3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5 , 7-Difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans -4'-Propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl ) Ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-pentylbicyclohexe ) Ethyl} -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4′-hexylbicyclohexyl) ethyl} -6- (4-Trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy- 3
-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy
-3-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-3
-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy
-3-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy
-3-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-ethylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-
3,5-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-propylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy
-3,5-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-butylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy-
3,5-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-pentylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy
-3,5-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- {2- (trans, trans-4'-hexylbicyclohexyl) ethyl} -6- (4-trifluoromethoxy
-3,5-Difluorophenyl) -3,4-dihydronaphthalene

Example 11 Synthesis of 5,6,7-trifluoro-2-propyl-3,4-dihydronaphthalene (11-a) 5,6,7-trifluoro-1,2,3,4 -Synthesis of tetrahydronaphthalen-2-one From 5,6,7-trifluorophenylacetic acid, 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalene-2-in the same manner as in Example 1. Got on. (11-b) Synthesis of 5,6,7-trifluoro-2-propyl-3,4-dihydronaphthalene 5,6,7-trifluoro-1,2,3, obtained in (11-a) above From 4-tetrahydronaphthalen-2-one, in the same manner as in Example 1, 5,
6,7-Trifluoro-2-propyl-3,4-dihydronaphthalene was obtained.

(Example 12) 5,6,7-trifluoro-2- {2-
Synthesis of (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene From 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 11, 5, 6, in the same manner as in Example 9.
7-Trifluoro-2- {2- (trans-4-propylcyclohexyl) ethyl} -3,4-dihydronaphthalene was obtained.

Example 13 Synthesis of 5,7-difluoro-2- (4-propylphenyl) -3,4-dihydronaphthalene

[Chemical 64] 2.5g of magnesium was suspended in 5mL of THF and THF60m under reflux.
20 g of 4-propylbromobenzene dissolved in L was added dropwise. After stirring for another 1 hour, cool to 25 ° C and add 60 m of toluene.
L was added. Then, under reduced pressure with an aspirator, 60 mL of solvent
Was distilled off so that most of the solvent in the system consisted of toluene. The system was set to 25 ° C., and 14.3 g of 5,7-difluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 1 was dissolved in 50 mL of toluene and added dropwise. After stirring for another 1 hour, 10% hydrochloric acid was added. The mixture was extracted with ethyl acetate, washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. Then the solvent was distilled off and 15 g of 5,7-difluoro-2- (4
-Propylphenyl) -1,2,3,4-tetrahydronaphthalene-
A 2-ol crude product was obtained. Then, in the same manner as in Example 1, 5,7-difluoro-2- (4-propylphenyl) -3,4-dihydronaphthalene was obtained.

Similarly, the following compounds were obtained. 5,7-Difluoro-2- (4-ethylphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butylphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-Pentylphenyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-ethylphenyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4 -Propylphenyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-butylphenyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-pentyl Phenyl) -3,4-dihydronaphthalene 6-fluoro-2- (4-ethylphenyl) -3,4-dihydronaphthalene 6-fluoro-2- (4-propylphenyl) -3,4-dihydronaphthalene 6-fluoro -2- (4-Butylphenyl) -3,4-dihydronaphthalene 6-fluoro-2- (4-pentylphenyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (4-ethylphenyl)- 3,4-dihydronaphthalene 6-trifluorome Carboxymethyl-2- (4-propylphenyl) -3,4
Dihydronaphthalene 6-trifluoromethoxy-2- (4-butylphenyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (4-pentylphenyl) -3,4-
Dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4-ethylphenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4-propylphenyl)- 3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4-butylphenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4- Pentylphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2-fluorophenyl) -3,4
-Dihydronaphthalene 5,7-difluoro-2- (4-propyl-2-fluorophenyl)-
3,4-dihydronaphthalene 5,7-difluoro-2- (4-butyl-2-fluorophenyl) -3,4
-Dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2-fluorophenyl)-
3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-ethyl-2-fluorophenyl)
-3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-propyl-2-fluorophenyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-butyl) -2-fluorophenyl)
-3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-pentyl-2-fluorophenyl) -3,4-dihydronaphthalene

6-Fluoro-2- (4-ethyl-2-fluorophenyl) -3,4-dihydronaphthalene 6-fluoro-2- (4-propyl-2-fluorophenyl) -3,4-
Dihydronaphthalene 6-fluoro-2- (4-butyl-2-fluorophenyl) -3,4-dihydronaphthalene 6-fluoro-2- (4-pentyl-2-fluorophenyl) -3,4-
Dihydronaphthalene 6-trifluoromethoxy-2- (4-ethyl-2-fluorophenyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (4-propyl-2-fluorophenyl) -3,4- Dihydronaphthalene 6-trifluoromethoxy-2- (4-butyl-2-fluorophenyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (4-pentyl-2-fluorophenyl) -3,4- Dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4-ethyl-
2-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4-propyl-2-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6 -Trifluoromethoxy-2- (4-butyl-
2-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4-pentyl-2-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2 -(4-Ethyl-2,6-difluorophenyl)
-3,4-dihydronaphthalene 5,7-difluoro-2- (4-propyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butyl-2,6 -Difluorophenyl)
-3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-ethyl- 2,6-Difluorophenyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-propyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 5,6,7- Trifluoro-2- (4-butyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (4-pentyl-2,6-difluorophenyl) -3, 4-dihydronaphthalene 6-fluoro-2- (4-ethyl-2,6-difluorophenyl) -3,4
-Dihydronaphthalene 6-fluoro-2- (4-propyl-2,6-difluorophenyl)-
3,4-dihydronaphthalene 6-fluoro-2- (4-butyl-2,6-difluorophenyl) -3,4
-Dihydronaphthalene 6-fluoro-2- (4-pentyl-2,6-difluorophenyl)-
3,4-dihydronaphthalene 6-trifluoromethoxy-2- (4-ethyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (4-propyl-2,6- Difluorophenyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (4-butyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (4-pentyl- 2,6-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4-ethyl-
2,6-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4-propyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 5,7 -Difluoro-6-trifluoromethoxy-2- (4-butyl-
2,6-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (4-pentyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 5,7 -Difluoro-2- {4- (trans-4-ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {4- (trans-4-propylcyclohexyl) phenyl} -3,4 -Dihydronaphthalene 5,7-difluoro-2- {4- (trans-4-butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {4- (trans-4-pentylcyclohexyl) Phenyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {4- (trans-4-ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2 -{4- (trans-4-propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {4- (trans-4-butylcyclohexyl) phenyl Phenyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {4- (trans-4-pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-fluoro-2- {4- ( Trans-4-ethylcyclohexyl)
Phenyl} -3,4-dihydronaphthalene 6-fluoro-2- {4- (trans-4-propylcyclohexyl) phenyl} -3,4-dihydronaphthalene

6-Fluoro-2- {4- (trans-4-butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-Fluoro-2- {4- (trans-4-pentylcyclohexyl) phenyl} -3 , 4-Dihydronaphthalene 6-trifluoromethoxy-2- {4- (trans-4-ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {4- (trans-4-propyl Cyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {4- (trans-4-butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {4- (Trans-4-pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {4- (trans-4-ethylcyclohexyl) phenyl} -3,4-dihydro Naphthalene 5,7-difluoro-6-trifluoromethoxy-2- {4- (trans-4-propene Pyrcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {4- (trans-4-butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7- Difluoro-6-trifluoromethoxy-2- {4- (trans-4-pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2-fluoro-4- (trans-4- Ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2-fluoro-4- (trans-4-propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro- 2- {2-Fluoro-4- (trans-4-butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2-fluoro-4- (trans-4-pentylcyclohexyl) phenyl } -3,4-Dihydronaphthalene 5,6,7-trifluoro-2- {2-fluoro-4- (trans-4-ethylcyclohexyl ) Phenyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2-fluoro-4- (trans-4-propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,6,7 -Trifluoro-2- {2-fluoro-4- (trans-4-butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2-fluoro-4- (trans -4-pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-fluoro-2- {2-fluoro-4- (trans-4-ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-fluoro-2 -{2-Fluoro-4- (trans-4-propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-Fluoro-2- {2-fluoro-4- (trans-4-butylcyclohexyl) phenyl} -3 , 4-Dihydronaphthalene 6-fluoro-2- {2-fluoro-4- (trans-4-pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoro Butoxy-2- {2-fluoro-4- (trans-4
-Ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2-fluoro-4- (trans-4
-Propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2-fluoro-4- (trans-4
-Butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2-fluoro-4- (trans-4
-Pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2-fluoro-4- (trans-4-ethylcyclohexyl) phenyl} -3,
4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2-fluoro-4- (trans-4-propylcyclohexyl) phenyl}-
3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2-fluoro-4- (trans-4-butylcyclohexyl) phenyl} -3,
4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2-fluoro-4- (trans-4-pentylcyclohexyl) phenyl}-
3,4-dihydronaphthalene 5,7-difluoro-2- {2,6-difluoro-4- (trans-4-ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene

5,7-Difluoro-2- {2,6-difluoro-4- (trans-4-propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2,6- Difluoro-4- (trans-4-butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-2- {2,6-difluoro-4- (trans-4-pentylcyclohexyl) phenyl} -3 , 4-Dihydronaphthalene 5,6,7-trifluoro-2- {2,6-difluoro-4- (trans-4
-Ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2,6-difluoro-4- (trans-4
-Propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2,6-difluoro-4- (trans-4
-Butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,6,7-trifluoro-2- {2,6-difluoro-4- (trans-4
-Pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-fluoro-2- {2,6-difluoro-4- (trans-4-ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-fluoro-2 -{2,6-Difluoro-4- (trans-4-propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-fluoro-2- {2,6-difluoro-4- (trans-4-butylcyclohexyl) Phenyl} -3,4-dihydronaphthalene 6-fluoro-2- {2,6-difluoro-4- (trans-4-pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- { 2,6-Difluoro-4- (trans-4-ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2,6-difluoro-4- (trans-4-propylcyclohexyl) Phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2,6-difluoro-4- (trans-4-butyl Cyclohexyl) phenyl} -3,4-dihydronaphthalene 6-trifluoromethoxy-2- {2,6-difluoro-4- (trans-4-pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro -6-trifluoromethoxy-2- {2,6-difluoro-4- (trans-4-ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- { 2,6-Difluoro-4- (trans-4-propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2,6-difluoro-4- (trans -4-Butylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- {2,6-difluoro-4- (trans-4-pentylcyclohexyl) phenyl} -3 , 4-dihydronaphthalene

Example 14 Synthesis of 5,7-difluoro-2- (4-propylphenyl) -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene Obtained in Example 13 From 5,7-difluoro-2- (4-propylphenyl) -3,4-dihydronaphthalene, 5,7-difluoro-2- (4-propylphenyl) -6- (3 , 4,5-
Trifluorophenyl) -3,4-dihydronaphthalene was obtained.

Similarly, the following compounds were obtained. 5,7-Difluoro-2- (4-ethylphenyl) -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butylphenyl)- 6- (3,4,5-Trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentylphenyl) -6- (3,4,5-trifluorophenyl) -3 , 4-Dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2-fluorophenyl) -6- (3,4,5-trifluorophenyl) -3,4
-Dihydronaphthalene 5,7-difluoro-2- (4-propyl-2-fluorophenyl) -6
-(3,4,5-Trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butyl-2-fluorophenyl) -6-
(3,4,5-Trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2-fluorophenyl) -6
-(3,4,5-Trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethylphenyl) -6- (3,4-difluorophenyl) -3,4-dihydro Naphthalene 5,7-difluoro-2- (4-propylphenyl) -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butylphenyl) -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentylphenyl) -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7 -Difluoro-2- (4-ethyl-2-fluorophenyl) -6-
(3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-propyl-2-fluorophenyl) -6
-(3,4-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butyl-2-fluorophenyl) -6-
(3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2-fluorophenyl) -6
-(3,4-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2,6-difluorophenyl)
-6- (3,4-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl)- 3,4-dihydronaphthalene 5,7-difluoro-2- (4-butyl-2,6-difluorophenyl)
-6- (3,4-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (3,4-difluorophenyl)- 3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethylphenyl) -6- (4-fluorophenyl) -3,4-dihydronaphthalene

5,7-Difluoro-2- (4-propylphenyl)-
6- (4-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butylphenyl) -6- (4-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro -2- (4-Pentylphenyl) -6- (4-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2-fluorophenyl) -6-
(4-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-propyl-2-fluorophenyl) -6
-(4-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butyl-2-fluorophenyl) -6-
(4-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2-fluorophenyl) -6
-(4-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2,6-difluorophenyl)
-6- (4-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -3,4- Dihydronaphthalene 5,7-difluoro-2- (4-butyl-2,6-difluorophenyl)
-6- (4-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-fluorophenyl) -3,4- Dihydronaphthalene 5,7-difluoro-2- (4-ethylphenyl) -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-propylphenyl) -6 -(4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butylphenyl) -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5, 7-Difluoro-2- (4-pentylphenyl) -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2,6-difluorophenyl)
-6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl)- 3,4-dihydronaphthalene 5,7-difluoro-2- (4-butyl-2,6-difluorophenyl)
-6- (4-Trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-trifluoromethoxyphenyl)- 3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-Propylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butylphenyl) -6- (4-trifluoro Methoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentylphenyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2-fluorophenyl) -6-
(4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-propyl-2-fluorophenyl) -6
-(4-trifluoromethoxy-3-fluorophenyl) -3,4-
Dihydronaphthalene 5,7-difluoro-2- (4-butyl-2-fluorophenyl) -6-
(4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2-fluorophenyl) -6
-(4-trifluoromethoxy-3-fluorophenyl) -3,4-
Dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2,6-difluorophenyl)
-6- (4-trifluoromethoxy-3-fluorophenyl) -3,4
-Dihydronaphthalene 5,7-difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl)-
3,4-dihydronaphthalene 5,7-difluoro-2- (4-butyl-2,6-difluorophenyl)
-6- (4-trifluoromethoxy-3-fluorophenyl) -3,4
-Dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3-fluorophenyl)-
3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro- 2- (4-Propylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-butylphenyl) -6- ( 4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentylphenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl ) -3,4-Dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2-fluorophenyl) -6-
(4-trifluoromethoxy-3,5-difluorophenyl) -3,
4-dihydronaphthalene 5,7-difluoro-2- (4-propyl-2-fluorophenyl) -6
-(4-trifluoromethoxy-3,5-difluorophenyl)-
3,4-dihydronaphthalene 5,7-difluoro-2- (4-butyl-2-fluorophenyl) -6-
(4-trifluoromethoxy-3,5-difluorophenyl) -3,
4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2-fluorophenyl) -6
-(4-trifluoromethoxy-3,5-difluorophenyl)-
3,4-dihydronaphthalene 5,7-difluoro-2- (4-ethyl-2,6-difluorophenyl)
-6- (4-trifluoromethoxy-3,5-difluorophenyl)
-3,4-dihydronaphthalene 5,7-difluoro-2- (4-propyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydro Naphthalene 5,7-difluoro-2- (4-butyl-2,6-difluorophenyl)
-6- (4-trifluoromethoxy-3,5-difluorophenyl)
-3,4-dihydronaphthalene 5,7-difluoro-2- (4-pentyl-2,6-difluorophenyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydro Naphthalene

Example 15 5,7-Difluoro-2- (trans
Synthesis of 4-propylcyclohexyl) -3,4-dihydronaphthalene Using trans-4-propyl-1-bromocyclohexane instead of 4-propylbromobenzene and in the same manner as in Example 13, 5,7-difluoro- 2- (trans-4-propylcyclohexyl) -3,4-dihydronaphthalene was obtained.

Similarly, the following compounds were obtained. 5,7-difluoro-2- (trans-4-ethylcyclohexyl)
-3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-pentylcyclohexyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (trans-4-ethylcyclohexyl)- 3,4-dihydronaphthalene 5,6,7-trifluoro-2- (trans-4-propylcyclohexyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (trans-4-pentylcyclohexyl) ) -3,4-Dihydronaphthalene 6-fluoro-2- (trans-4-ethylcyclohexyl) -3,4
-Dihydronaphthalene 6-fluoro-2- (trans-4-propylcyclohexyl)-
3,4-dihydronaphthalene 6-fluoro-2- (trans-4-pentylcyclohexyl)-
3,4-Dihydronaphthalene 6-trifluoromethoxy-2- (trans-4-ethylcyclohexyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (trans-4-propylcyclohexyl) -3,4- Dihydronaphthalene 6-trifluoromethoxy-2- (trans-4-pentylcyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (trans-
4-Ethylcyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (trans-
4-Propylcyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (trans-
4-pentylcyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, Trans-4'-propylbicyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -3,4-dihydronaphthalene 5,6,7-tri Fluoro-2- (trans, trans-4'-ethylbicyclohexyl) -3,4-dihydronaphthalene 5,6,7-trifluoro-2- (trans, trans-4'-propylbicyclohexyl) -3,4 -Dihydronaphthalene 5,6,7-trifluoro-2- (trans, trans-4'-pentylbicyclohexyl) -3,4-dihydronaphthalene 6-fluoro-2- (trans, trans-4'-ethylbicyclohexyl) ) -3,4-Dihydronaphthalene 6-fluoro-2- (trans, trans-4'-propylbicyclohexyl) -3,4-dihydronaphthalene 6-fluoro-2- (trans, trans-4'-pentylbicyclohexyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (trans, trans-4'-ethylbi Cyclohexyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (trans, trans-4'-propylbicyclohexyl) -3,4-dihydronaphthalene 6-trifluoromethoxy-2- (trans, trans-4 '-Pentylbicyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (trans,
Trans-4'-ethylbicyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (trans,
Trans-4'-propylbicyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-6-trifluoromethoxy-2- (trans,
Trans-4'-pentylbicyclohexyl) -3,4-dihydronaphthalene

Example 16 5,7-Difluoro-2- (trans
Synthesis of 4-propylcyclohexyl) -6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-propylcyclohexyl) obtained in Example 15 ) -3,4-Dihydronaphthalene, 5,7-difluoro-2- (trans-4-propylcyclohexyl) -6- (3,4,5-trifluorophenyl) -in the same manner as in Example 3.
Obtained 3,4-dihydronaphthalene.

Similarly, the following compound was obtained. 5,7-difluoro-2- (trans-4-ethylcyclohexyl)
-6- (3,4,5-Trifluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-pentylcyclohexyl) -6- (3,4,5-trifluorophenyl ) -3,4-Dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -3,4-
Dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -3,4
-Dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (3,4,5-trifluorophenyl) -3,4
-Dihydronaphthalene 5,7-difluoro-2- (trans-4-ethylcyclohexyl)
-6- (3,4-Difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-propylcyclohexyl) -6- (3,4-difluorophenyl) -3,4- Dihydronaphthalene 5,7-difluoro-2- (trans-4-pentylcyclohexyl) -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4 '-Ethylbicyclohexyl) -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (3, 4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-ethylcyclohexyl)
-6- (4-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-propylcyclohexyl) -6- (4-fluorophenyl) -3,4-dihydronaphthalene 5, 7-Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-fluorophenyl) -3,4- Dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4 -Ethylcyclohexyl)
-6- (4-Trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-propylcyclohexyl) -6- (4-trifluoromethoxyphenyl) -3,4- Dihydronaphthalene 5,7-difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4 '-Ethylbicyclohexyl) -6- (4-trifluoromethoxyphenyl)-
3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-trifluoromethoxyphenyl)
-3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-pentylbicyclohexyl) -6- (4-trifluoromethoxyphenyl)
-3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-ethylcyclohexyl)
-6- (4-trifluoromethoxy-3-fluorophenyl) -3,4
-Dihydronaphthalene 5,7-difluoro-2- (trans-4-propylcyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl)-
3,4-Dihydronaphthalene 5,7-difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl)-
3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-ethylbicyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5, 7-Difluoro-2- (trans, trans-4'-propylbicyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans , Trans-4'-pentylbicyclohexyl) -6- (4-trifluoromethoxy-3-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-ethylcyclohexyl)
-6- (4-trifluoromethoxy-3,5-difluorophenyl)
-3,4-dihydronaphthalene 5,7-difluoro-2- (trans-4-propylcyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7 -Difluoro-2- (trans-4-pentylcyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans- 4'-ethylbicyclohexyl) -6- (4-trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4'-propylbicyclohexyl ) -6- (4-Trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-2- (trans, trans-4′-pentylbicyclohexyl) -6- (4 -Trifluoromethoxy-3,5-difluorophenyl) -3,4-dihydronaphthalene

Example 17 5,7-Difluoro-6-cyano-2-
Synthesis of (4-propylphenyl) -3,4-dihydronaphthalene From 5,7-difluoro-2- (4-propylphenyl) -3,4-dihydronaphthalene obtained in Example 13, in the same manner as in Example 5. After obtaining 5,7-difluoro-2- (4-propylphenyl) -3,4-dihydronaphthalene-6-carboxylic acid, 5,7-difluoro-6-cyano-2- (4-propylphenyl)
-3,4-Dihydronaphthalene was obtained.

[Chemical 65]

Similarly, the following compound was obtained. 5,7-Difluoro-6-cyano-2- (4-ethylphenyl) -3,4-
Dihydronaphthalene 5,7-difluoro-6-cyano-2- (4-pentylphenyl) -3,4
-Dihydronaphthalene 5,7-difluoro-6-cyano-2- (4-ethyl-2-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- (4-propyl-2) -Fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- (4-pentyl-2-fluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-cyano- 2- (4-Ethyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- (4-propyl-2,6-difluorophenyl) -3,4- Dihydronaphthalene 5,7-difluoro-6-cyano-2- (4-pentyl-2,6-difluorophenyl) -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- {4- (trans -4-Ethylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- {4- (trans-4-propylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7 -Difluoro-6-cyano-2- {4- (tran -4-Pentylcyclohexyl) phenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- {4- (trans-4-ethylcyclohexyl) -2-fluorophenyl} -3,4-dihydro Naphthalene 5,7-difluoro-6-cyano-2- {4- (trans-4-propylcyclohexyl) -2-fluorophenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- { 4- (trans-4-pentylcyclohexyl) -2-fluorophenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- {4- (trans-4-ethylcyclohexyl) -2,6 -Difluorophenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- {4- (trans-4-propylcyclohexyl) -2,6-difluorophenyl} -3,4-dihydronaphthalene 5 , 7-Difluoro-6-cyano-2- {4- (trans-4-pentylcyclohexyl) -2,6-difluorophenyl} -3,4-dihydronaphthalene 5,7-difluoro-6-si Ano-2- (trans-4-ethylcyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- (trans-4-propylcyclohexyl) -3,4-dihydronaphthalene 5,7- Difluoro-6-cyano-2- (trans-4-pentylcyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- (trans-4'-ethylbicyclohexyl) -3,4- Dihydronaphthalene 5,7-difluoro-6-cyano-2- (trans-4'-propylbicyclohexyl) -3,4-dihydronaphthalene 5,7-difluoro-6-cyano-2- (trans-4'-plier Rubicyclohexyl) -3,4-dihydronaphthalene

(Example 18) A general-purpose host liquid crystal (H) having a wide preparation temperature range of a liquid crystal composition, low viscosity, and usable for active matrix driving

[Chemical formula 66] Was prepared. This (H) shows a nematic phase below 116.7 ° C, and its melting point is + 11 ° C. Physical properties of this composition and TN cell (cell thickness 6 μm) prepared using this composition at 20 ° C.
The measured values of the electro-optical characteristics in Table 1 were as follows. Threshold voltage (Vth): 2.14V Dielectric anisotropy (Δε): 4.8 Response (τr = τd): 25.3msec Refractive index anisotropy (Δn): 0.090 where the response is the rise time (τr) It is a measured value when a voltage is applied so that the fall time (τd) becomes equal.

Next, 80% of this host liquid crystal (H) and the following 5,7-difluoro-2-propyl-6- (3,4,5-
Trifluorophenyl) -3,4-dihydronaphthalene

[Chemical formula 67] When a liquid crystal composition (M-1) consisting of 20% was prepared, the nematic phase maximum temperature (T _NI ) was 77.7 ° C.

Next, (M-1) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and its electro-optical characteristics were measured. Threshold voltage (Vth): 1.28V Dielectric anisotropy (Δε): 7.6 Response (τr = τd): 41.3 ms Refractive index anisotropy (Δn): 0.096 Therefore, 5,7-difluoro-2-propyl- By adding 20% of 6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene, the dielectric constant anisotropy was increased while the response was suppressed to 16.0 msec. Vth) could be reduced by 0.86V.

Comparative Example 1 In Example 18, 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4
-In place of dihydronaphthalene, the following 5,7-difluoro-
6- (3,4,5-trifluorophenyl) -2-propyl-1,2,3,4-
Tetrahydronaphthalene

[0153]

[Chemical 68] Was added to (H) in the same amount (20%) to prepare a liquid crystal composition (M-2). The maximum temperature of the nematic phase (TN-I) was 76.4 ° C.

Next, (M-2) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and its electro-optical characteristics were measured. Threshold voltage (Vth): 1.36V Dielectric anisotropy (Δε): 7.4 Response (τr = τd): 44.4 ms Refractive index anisotropy (Δn): 0.089 Compared with the compound shown in Example 21, the response was Poor, the dielectric anisotropy is small, and the effect of reducing the threshold voltage is also small. Furthermore, it is understood that the maximum temperature of the nematic phase is low and the liquid crystallinity is poor.

Example 19 Preparation of Liquid Crystal Composition Host liquid crystal composition (H ') having the following composition

[0156]

[Chemical 69]

Was prepared. Here, the physical property values of (H ') are as follows. Maximum temperature of nematic phase (TN-I) 75.0 ℃ Solid phase or smectic phase-nematic phase transition temperature (T →
N) -70 ° C. Threshold voltage (Vth) 1.49V Dielectric anisotropy (Δε) 10.3 Refractive index anisotropy (Δn) 0.142 90% of this matrix liquid crystal (H ′) and 5,7 obtained in Example 3 -Difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4
A liquid crystal composition (M-3) consisting of 10% of dihydronaphthalene was prepared. The physical properties of this composition are as follows. Maximum temperature of nematic phase (TN-I) 69.7 ℃ Solid phase or smectic phase-nematic phase transition temperature (T →
N) -70 ℃ Threshold voltage (Vth) 1.22V Dielectric anisotropy (Δε) 11.8 Refractive index anisotropy (Δn) 0.141

Example 20 Synthesis of 2-acetyloxy-5,6,7-trifluoro-3,4-dihydronaphthalene

[Chemical 70] 50.0 g of 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 11 and 33.8 g of 4-dimethylaminopyridine were dissolved in 300 mL of dichloromethane. Then, 23.1 g of acetyl chloride dissolved in 63 mL of dichloromethane was added to 5
The mixture was added dropwise at -10 ° C over 40 minutes, stirred at 10 ° C or lower for 1 hour, and then 100 mL of water was added. The organic layer was separated, washed with water and saturated brine in that order, dried over anhydrous magnesium sulfate, and the solvent was distilled off, followed by vacuum distillation to obtain 52.5 g of 2-acetyloxy-5,6,7-trifluoro-3. Obtained 4,4-dihydronaphthalene. It had a boiling point of 113-116 ° C / 1.6-1.8 Torr and was a liquid at room temperature. Similarly, the following compound was obtained.

2-Propionyloxy-5,6,7-trifluoro-3,4-dihydronaphthalene 2- (1-oxobutyloxy) -5,6,7-trifluoro-3,4-dihydronaphthalene 2- (1-oxopentyloxy) -5,6,7-trifluoro-3,4-
Dihydronaphthalene 2-Acetyloxy-6-trifluoromethoxy-5,7-difluoro-3,4-dihydronaphthalene 2-Propionyloxy-6-trifluoromethoxy-5,7-difluoro-3,4-dihydronaphthalene 2- (1-oxobutyloxy) -6-trifluoromethoxy-5,
7-Difluoro-3,4-dihydronaphthalene 2- (1-oxopentyloxy) -6-trifluoromethoxy-
5,7-difluoro-3,4-dihydronaphthalene 2-acetyloxy-6- (3,4,5-trifluorophenyl) -5,
7-Difluoro-3,4-dihydronaphthalene 2-propionyloxy-6- (3,4,5-trifluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2- (1-oxobutyloxy) -6- (3,4,5-Trifluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2- (1-oxopentyloxy) -6- (3,4,5-trifluorophenyl) -5,7-Difluoro-3,4-dihydronaphthalene 2-acetyloxy-6- (3,4-difluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-propionyloxy-6- (3 , 4-difluorophenyl) -5,
7-Difluoro-3,4-dihydronaphthalene 2- (1-oxobutyloxy) -6- (3,4-difluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2- (1-oxopentyl (Oxy) -6- (3,4-difluorophenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-acetyloxy-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-3, 4-dihydronaphthalene 2-propionyloxy-6- (4-trifluoromethoxyphenyl) -5,7-difluoro-3,4-dihydronaphthalene 2- (1-oxobutyloxy) -6- (4-trifluoromethoxy Phenyl) -5,7-difluoro-3,4-dihydronaphthalene 2- (1-oxopentyloxy) -6- (4-trifluoromethoxyphenyl) -5,7-difluoro-3,4-dihydronaphthalene 2- Acetyloxy-6- (3-fluoro-4-trifluoromethoxyphenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-propionyloxy-6- (3-fur 4--4-trifluoromethoxyphenyl) -5,7-difluoro-3,4-dihydronaphthalene 2- (1-oxobutyloxy) -6- (3-fluoro-4-trifluoromethoxyphenyl) -5,7 -Difluoro-3,4-dihydronaphthalene 2- (1-oxopentyloxy) -6- (3-fluoro-4-trifluoromethoxyphenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-acetyloxy -6- (3,5-Difluoro-4-trifluoromethoxyphenyl) -5,7-difluoro-3,4-dihydronaphthalene 2-propionyloxy-6- (3,5-difluoro-4-trifluoromethoxyphenyl) ) -5,7-Difluoro-3,4-dihydronaphthalene 2- (1-oxobutyloxy) -6- (3,5-difluoro-4-trifluoromethoxyphenyl) -5,7-difluoro-3,4 -Dihydronaphthalene 2- (1-oxopentyloxy) -6- (3,5-difluoro-4-trifluoromethoxyphenyl) -5,7-difluoro-3,4-dihydronaphth Taren

Example 21 2- (trans-4-propylcyclohexylcarbonyloxy) -5,6,7-trifluoro-3,4
-Synthesis of dihydronaphthalene

[Chemical 71] 5.3 g of 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 11 and 3.6 g of 4-dimethylaminopyridine were dissolved in 45 mL of dichloromethane. Next, 5.0 g of trans-4-propylcyclohexylcarboxylic acid chloride dissolved in 15 mL of dichloromethane was added dropwise at 4 to 7 ° C over 25 minutes. After stirring at 4 to 7 ° C for 45 minutes, 30 mL of water was added. The organic layer was separated, washed with water and saturated saline in this order,
The extract was dried over anhydrous magnesium sulfate and the solvent was distilled off to obtain 10 g of a reaction product. Then, perform silica gel column chromatography and recrystallize from ethanol to give 6.3 g.
2- (trans-4-propylcyclohexylcarbonyloxy) -5,6,7-trifluoro-3,4-dihydronaphthalene was obtained. Its melting point was 32 ° C.

Similarly, the following compounds were obtained. 2- (trans-4-ethylcyclohexylcarbonyloxy) -5,6,7-trifluoro-3,4-dihydronaphthalene 2- (trans-4-butylcyclohexylcarbonyloxy) -5,6,7-trifluoro- 3,4-Dihydronaphthalene 2- (trans-4-pentylcyclohexylcarbonyloxy) -5,6,7-trifluoro-3,4-dihydronaphthalene 2- (trans-4-propylcyclohexylcarbonyloxy) -5,7 -Difluoro-3,4-dihydronaphthalene 2- (trans-4-propylcyclohexylcarbonyloxy) -5,7-difluoro-6- (4-fluorophenyl) -3,4-dihydronaphthalene 2- (trans-4- Propylcyclohexylcarbonyloxy) -5,7-difluoro-6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 2- (trans-4-propylcyclohexylcarbonyloxy) -5,7-difluoro-6- (3,4-difluorophenyl) -3,4-
Dihydronaphthalene 2- (trans-4-propylcyclohexylcarbonyloxy) -5,7-difluoro-6- (3-fluoro-4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 2- (trans-4-propyl Cyclohexylcarbonyloxy) -5,7-difluoro-6- (3,4,5-trifluorophenyl)-
3,4-Dihydronaphthalene 2- (trans-4-propylcyclohexylcarbonyloxy) -5,7-difluoro-6- (3,5-difluoro-4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 2- (4-Ethylphenylcarbonyloxy) -5,6,7-trifluoro-3,4-dihydronaphthalene 2- (4-propylphenylcarbonyloxy) -5,6,7-trifluoro-3,4-dihydronaphthalene 2- (4-Butylphenylcarbonyloxy) -5,6,7-trifluoro-3,4-dihydronaphthalene 2- (4-pentylphenylcarbonyloxy) -5,6,7-trifluoro-3,4- Dihydronaphthalene 2- (4-Propylphenylcarbonyloxy) -5,7-difluoro-3,4-dihydronaphthalene 2- (4-Propylphenylcarbonyloxy) -5,7-difluoro-6- (4-fluorophenyl) -3,4-dihydronaphthalene 2- (4-propylphenylcarbonyloxy) -5,7-difluoro-6- (4-trif Oromethoxyphenyl) -3,4-dihydronaphthalene 2- (4-propylphenylcarbonyloxy) -5,7-difluoro-6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 2- (4- Propylphenylcarbonyloxy) -5,7-difluoro-6- (3-fluoro-4-trifluoromethoxyphenyl)
-3,4-dihydronaphthalene 2- (4-propylphenylcarbonyloxy) -5,7-difluoro-6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene 2- (4-propyl Phenylcarbonyloxy) -5,7-difluoro-6- (3,5-difluoro-4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene

Example 22 2- [trans-4- (trans-4-
Propylcyclohexyl) cyclohexylcarbonyloxy] -5,6,7-trifluoro-3,4-dihydronaphthalene

[Chemical 72] 3.7 g of 5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalen-2-one obtained in Example 11 and 2.5 g of 4-dimethylaminopyridine were dissolved in 30 mL of dichloromethane. Then trans-4- (trans-4-dissolved in 15 mL of dichloromethane
5.0 g of propylcyclohexyl) cyclohexylcarboxylic acid chloride was added dropwise at 6-8 ° C over 30 minutes. More 4
After stirring at 90 ° C for 90 minutes, 20 mL of water was added. Separate the organic layer,
The mixture was washed with water and saturated brine in that order, dried over anhydrous magnesium sulfate, and the solvent was distilled off to obtain 9.1 g of a reaction product. Then, perform silica gel column chromatography, and recrystallize from a mixed solvent of methanol-acetone to give 6.1 g.
2- [trans-4- (trans-4-propylcyclohexyl) cyclohexylcarbonyloxy] -5,6,7-trifluoro-3,4-dihydronaphthalene was obtained. Its melting point is 65 ° C
And showed a nematic phase below 202 ° C.

Similarly, the following compounds were obtained. 2- [trans-4- (trans-4-ethylcyclohexyl) cyclohexylcarbonyloxy] -5,6,7-trifluoro-
3,4-Dihydronaphthalene 2- [trans-4- (trans-4-butylcyclohexyl) cyclohexylcarbonyloxy] -5,6,7-trifluoro-
3,4-dihydronaphthalene 2- [trans-4- (trans-4-pentylcyclohexyl)
Cyclohexylcarbonyloxy] -5,6,7-trifluoro
-3,4-dihydronaphthalene 2- [trans-4- (trans-4-propylcyclohexyl)
Cyclohexylcarbonyloxy] -5,7-difluoro-3,4
-Dihydronaphthalene 2- [trans-4- (trans-4-propylcyclohexyl)
Cyclohexylcarbonyloxy] -5,7-difluoro-6-
(4-Fluorophenyl) -3,4-dihydronaphthalene 2- [trans-4- (trans-4-propylcyclohexyl)
Cyclohexylcarbonyloxy] -5,7-difluoro-6-
(4-Trifluoromethoxyphenyl) -3,4-dihydronaphthalene 2- [trans-4- (trans-4-propylcyclohexyl)
Cyclohexylcarbonyloxy] -5,7-difluoro-6-
(3,4-difluorophenyl) -3,4-dihydronaphthalene 2- [trans-4- (trans-4-propylcyclohexyl)
Cyclohexylcarbonyloxy] -5,7-difluoro-6-
(3-Fluoro-4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 2- [trans-4- (trans-4-propylcyclohexyl)
Cyclohexylcarbonyloxy] -5,7-difluoro-6-
(3,4,5-Trifluorophenyl) -3,4-dihydronaphthalene 2- [trans-4- (trans-4-propylcyclohexyl)
Cyclohexylcarbonyloxy] -5,7-difluoro-6-
(3,5-difluoro-4-trifluoromethoxyphenyl) -3,
4-dihydronaphthalene 2- [4- (trans-4-ethylcyclohexyl) phenylcarbonyloxy] -5,6,7-trifluoro-3,4-dihydronaphthalene 2- [4- (trans-4-propylcyclohexyl) Phenylcarbonyloxy] -5,6,7-trifluoro-3,4-dihydronaphthalene 2- [4- (trans-4-butylcyclohexyl) phenylcarbonyloxy] -5,6,7-trifluoro-3,4 -Dihydronaphthalene 2- [4- (trans-4-pentylcyclohexyl) phenylcarbonyloxy] -5,6,7-trifluoro-3,4-dihydronaphthalene 2- [4- (trans-4-propylcyclohexyl) phenyl Carbonyloxy] -5,7-difluoro-3,4-dihydronaphthalene 2- [4- (trans-4-propylcyclohexyl) phenylcarbonyloxy] -5,7-difluoro-6- (4-fluorophenyl) -3 , 4-Dihydronaphthalene 2- [4- (trans-4-propylcyclohexyl) phene L-carbonyloxy] -5,7-difluoro-6- (4-trifluoromethoxyphenyl) -3,4-dihydronaphthalene 2- [4- (trans-4-propylcyclohexyl) phenylcarbonyloxy] -5,7- Difluoro-6- (3,4-difluorophenyl) -3,4-dihydronaphthalene 2- [4- (trans-4-propylcyclohexyl) phenylcarbonyloxy] -5,7-difluoro-6- (3-fluoro- 4-Trifluoromethoxyphenyl) -3,4-dihydronaphthalene 2- [4- (trans-4-propylcyclohexyl) phenylcarbonyloxy] -5,7-difluoro-6- (3,4,5-trifluorophenyl ) -3,4-Dihydronaphthalene 2- [4- (trans-4-propylcyclohexyl) phenylcarbonyloxy] -5,7-difluoro-6- (3,5-difluoro-4)
-Trifluoromethoxyphenyl) -3,4-dihydronaphthalene 2- [trans-4- (trans, trans-4'-propyl-1,1'-
Bicyclohexan-4-yl) cyclohexylcarbonyloxy] -5,6,7-trifluoro-3,4-dihydronaphthalene 2- [4- (trans, trans-4'-propyl-1,1'-bicyclohexane- 4-yl) phenylcarbonyloxy] -5,6,7-trifluoro-3,4-dihydronaphthalene 2- [4- (4-propylphenyl) phenylcarbonyloxy]
-5,6,7-trifluoro-3,4-dihydronaphthalene

(Example 23) Host liquid crystal prepared in Example 18
When the response (τr + τd) of the TN cell (cell thickness 6 μm) prepared using (H) at 20 ° C. and an applied voltage of 4 V was measured, the following values were obtained. Response (τr + τd): 51msec where response (τr + τd) is the rise time (τr)
And the fall time (τd). Example 18
In, in place of 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4-dihydronaphthalene,
2- (trans-4-propylcyclohexylcarbonyloxy) -5,6,7-trifluoro-3,4-dihydronaphthalene obtained in Example 21

[Chemical formula 73] Was added to (H) in the same amount (20%) to prepare a liquid crystal composition (M-4). The maximum temperature of the nematic phase (TN-I) was 96.1 ° C.

Next, (M-4) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and its electro-optical characteristics were measured. The results were as follows. Threshold voltage (Vth): 1.60V Dielectric anisotropy (Δε): 7.1 Response (τr + τd): 50msec Refractive index anisotropy (Δn): 0.089 Therefore, 2- (trans-4-propylcyclohexylcarbonyloxy) ) By adding 20% of 5,6,7-trifluoro-3,4-dihydronaphthalene, the response is improved by 1 ms while suppressing the drop of the maximum temperature of the nematic phase to 20.6 ° C, and the dielectric anisotropy is improved. , And the threshold voltage (Vth) could be reduced by 0.54V.

Comparative Example 2 In Example 18, 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4
-In place of dihydronaphthalene, the following 2- (trans-4-
Propylcyclohexylcarbonyloxy) -5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalene

[Chemical 74] Was added to (H) in the same amount (20%) to prepare a liquid crystal composition (M-5). The compound had a melting point of 40 ° C. and a maximum temperature of a nematic phase (TN-I) of M-5 was 64.1 ° C.

Next, (M-5) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and its electro-optical characteristics were measured. The results were as follows. Threshold voltage (Vth): 1.56V Dielectric anisotropy (Δε): 5.0 Response (τr + τd): 67 msec Refractive index anisotropy (Δn): 0.075 Compared with the compound shown in Example 23, the upper limit of nematic phase The liquid crystal is inferior as the temperature drops by 52.6 ° C, and the response deteriorates by 16 ms. Further, the effect of increasing the dielectric anisotropy is also small.

Example 24 In Example 18, 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4
-In place of dihydronaphthalene, the 2-obtained in Example 22
[Trans-4- (trans-4-propylcyclohexyl) cyclohexylcarbonyloxy] -5,6,7-trifluoro-
3,4-dihydronaphthalene

[Chemical 75] Was added to (H) in the same amount (20%) to prepare a liquid crystal composition (M-6). The maximum temperature of the nematic phase (TN-I) was 131.4 ° C.

Next, (M-6) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and its electro-optical characteristics were measured. The results were as follows. Threshold voltage (Vth): 1.97V Dielectric anisotropy (Δε): 7.1 Response (τr + τd): 59msec Refractive index anisotropy (Δn): 0.093 Therefore, 2- [trans-4- (trans-4 -Propylcyclohexyl) cyclohexylcarbonyloxy] -5,6,7-trifluoro-3,4-dihydronaphthalene was added at 20% to suppress the response to an increase of 8 ms, while maintaining the maximum temperature of the nematic phase at 14.7 ° C. It is rising. In addition, the dielectric anisotropy could be increased and the threshold voltage (Vth) could be reduced.

Comparative Example 3 In Example 18, 5,7-difluoro-2-propyl-6- (3,4,5-trifluorophenyl) -3,4
-In place of dihydronaphthalene, the following 2- [trans-4-
(Trans-4-propylcyclohexyl) cyclohexylcarbonyloxy] -5,6,7-trifluoro-1,2,3,4-tetrahydronaphthalene

[Chemical 76] Was added to (H) in the same amount (20%) to prepare a liquid crystal composition (M-7). The melting point of the compound was 92.5 ° C. and was a monotropic compound showing a nematic phase at 76.8 ° C. or less, and it was found that the compound had poor liquid crystallinity as compared with the compound of Example 24 showing a wide temperature range of the liquid crystal phase. Maximum temperature of nematic phase of M-7 (TN-I)
Was 101.2 ° C.

Next, (M-7) was filled in a TN cell having a cell thickness of 6.0 μm to prepare a liquid crystal element, and its electro-optical characteristics were measured. The results were as follows. Threshold voltage (Vth): 1.89V Dielectric anisotropy (Δε): 5.5 Response (τr + τd): 75 msec Refractive index anisotropy (Δn): 0.085 Compared with the compound shown in Example 24, the upper limit of nematic phase The temperature is low and the response is worse for 24ms. Also, the effect of increasing the dielectric anisotropy is small.

[0172]

When the dihydronaphthalene compound of the present invention is used as a constituent material of a liquid crystal composition, it has the effect of lowering the threshold voltage without improving or deteriorating the response of the display device. Therefore, it is excellent as a material for a high-speed display liquid crystal display corresponding to a moving image, and further, has an effect of lowering a threshold voltage, and thus has a great effect on power saving of the liquid crystal display.

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) C07C 43/21 C07C 43/21 43/243 43/243 69/017 69/017 D 69/75 69/75 A 69/753 69/753 Z 255/47 255/47 255/50 255/50 C09K 19/32 C09K 19/32 19/34 19/34 G02F 1/13 500 G02F 1/13 500 1/133 500 1 / 133 500 1/139 1/139 F-term (reference) 2H088 GA02 GA08 JA05 JA13 MA09 MA10 MA11 2H089 QA16 RA05 RA10 4H006 AA01 AA03 AB64 BJ20 BJ30 BJ50 BM30 BM71 BP30 KC20 4H027 BC04 BD05 BD08 BD24 CB01 CM01 CL01 CD04 CD04 CC04 CD04 CD04 CN04 CQ01 CQ04 CR04 CT02 CT04 CW01 CW02 DE04 DM04

Claims (18)

[Claims] 1. A compound represented by the general formula (I): (Wherein, R is an alkyl group having 1 to 20 carbon atoms, 1 carbon atom
Represents an alkoxyl group having 20 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms or an alkenyloxy group having 2 to 20 carbon atoms, which are substituted by an alkoxyl group having 1 to 7 carbon atoms or 1 to 7 halogen atoms. , M, n,
q and t each independently represent 0 or 1, and A, B, C and D
Are each independently a trans-1,4-cyclohexylene group,
Trans, trans-bicyclohexane-4,4'-diyl group,
Bicyclo [2.2.2] octane-1,4-diyl group, or optionally substituted by one or more halogen atoms, 1,4-phenylene group, pyridine-2,5-diyl group, pyrimidine-2, Five-
Diyl group, pyrazine-2,5-diyl group, pyridazine-3,6-diyl group, trans-1,3-dioxane-2,5-diyl group, trans decahydronaphthalene-2,6-diyl group, tetrahydronaphthalene -2,6-diyl group, naphthalene-2,6-diyl group, L, M, Q, T are each independently -CH ₂ CH _2- , -CH ₂ CH
₂ CH ₂ CH _2- , -CH = CH-, -CH = CHCH ₂ CH _2- , -CH ₂ CH ₂ CH = CH-,-
CH (CH ₃ ) CH _2- , -CH ₂ CH (CH ₃ )-, -CF = CF-, -CH ₂ O-, -OCH
_2- , -CF ₂ O-, -OCF _2- , -COO-, -OCO-, -C≡C- or a single bond, X ¹ and X ² represent a chlorine atom or a fluorine atom, and Z is A hydrogen atom, a halogen atom, a cyano group, a cyanato group, -SCN, or an alkyl group having 1 to 20 carbon atoms which may be substituted by one or more fluorine atoms, an alkoxyl group, an alkenyl group, an alkenyloxy group, Represent ) A dihydronaphthalene derivative represented by 2. The compound according to claim ¹ , wherein in the general formula (I), X ¹ represents a fluorine atom. 3. The compound according to claim 1, wherein in the general formula (I), X ² represents a fluorine atom. 4. The compound according to claim 1, wherein in the general formula (I), X ¹ and X ² represent a fluorine atom. 5. In the general formula (I), Z is a fluorine atom, an alkenyloxy group having 2 to 7 carbon atoms, an alkyl group having 1 to 7 carbon atoms substituted by one or more fluorine atoms,
1 carbon atom substituted by one or more fluorine atoms
5. The compound according to any one of claims 1 to 4, which represents an alkoxyl group having 1 to 7 or an alkenyl group having 1 to 7 carbon atoms which is substituted with one or more fluorine atoms. 6. In the general formula (I), Z represents a fluorine atom, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group, a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group or a cyano group.
The compound according to any one of 1 to 4. 7. The compound according to any one of claims 1 to 6, wherein in the general formula (I), D represents a 1,4-phenylene group optionally substituted by one or more halogen atoms. 8. The compound according to claim 1, wherein in the general formula (I), D represents a 1,4-phenylene group substituted by one or more fluorine atoms. 9. In the general formula (I), T is —CH ₂ CH ₂ —, —CF =
_{CF -, - CF 2 O -} , - OCF 2 -, - C≡C- or a compound according to any of claims 1 to 8 represents a single bond. 10. In the general formula (I), L is —CH ₂ CH ₂ —, —C.
_{F = CF -, - CF 2} O -, - OCF 2 -, - C≡C- or a compound according to any of claims 1 to 9 represents a single bond. 11. In the general formula (I), R is 1 carbon atom.
10. The compound according to any one of claims 1 to 9, which represents a straight-chain alkyl group having 7 to 7 or a straight-chain alkoxyl group having 1 to 7 carbon atoms. 12. In the general formula (I), R has 1 carbon atom.
~ 7 represents a straight chain alkyl group or a straight chain alkoxyl group having 1 to 7 carbon atoms, m = n = q = 0 and t = 1, X ¹
And at least one of X ² represents a fluorine atom, T represents a single bond or -C≡C-, and D represents a 1,4-phenylene group optionally substituted by one or more fluorine atoms. The described compound. 13. In the general formula (I), R is 1 carbon atom.
~ 7 represents a straight chain alkyl group or a straight chain alkoxyl group having 1 to 7 carbon atoms, m = 1 and n = q = t = 0, X ¹
And at least one of X ² represents a fluorine atom, L represents a single bond or —CH ₂ CH ₂ —, and A represents a trans-1,4-cyclohexylene group or trans, trans-1,1′-bicyclohexane- The compound according to claim 1, which represents a 4,4'-diyl group. 14. In the general formula (I), R is 1 carbon atom.
~ 7 represents a straight chain alkyl group or a straight chain alkoxyl group having 1 to 7 carbon atoms, m = t = 1 and n = q = 0, X ¹
And at least one of X ² represents a fluorine atom, L represents a single bond or -CH ₂ CH _2- , T represents a single bond or -C≡C-, and ring A is trans-1,4-cyclohexylene. A group or trans, trans-1,1'-bicyclohexane-4,4'-diyl group, wherein the ring D represents a 1,4-phenylene group optionally substituted by one or more fluorine atoms. The described compound. 15. A liquid crystal composition containing the compound represented by the general formula (I) according to claim 1. 16. The liquid crystal composition according to claim 15, which is used for driving an active matrix. 17. A liquid crystal display device comprising the liquid crystal composition according to claim 15 as a constituent element. 18. An active matrix driven liquid crystal display device using the liquid crystal composition according to claim 15. TECHNICAL FIELD The present invention relates to a novel liquid crystalline compound which is a dihydronaphthalene derivative useful as an electro-optical liquid crystal display material, a liquid crystal composition containing the same, and a liquid crystal display device using the same.