FR2816946B1 - Diphosphines chirales dissymetriques, leurs utilisations pour la preparation de complexes diphosphino-metalliques, et les complexes diphosphino-metalliques ainsi obtenus - Google Patents

Diphosphines chirales dissymetriques, leurs utilisations pour la preparation de complexes diphosphino-metalliques, et les complexes diphosphino-metalliques ainsi obtenus

Info

Publication number
FR2816946B1
FR2816946B1 FR0014895A FR0014895A FR2816946B1 FR 2816946 B1 FR2816946 B1 FR 2816946B1 FR 0014895 A FR0014895 A FR 0014895A FR 0014895 A FR0014895 A FR 0014895A FR 2816946 B1 FR2816946 B1 FR 2816946B1
Authority
FR
France
Prior art keywords
diphosphino
metallic complexes
dissymmetric
preparation
chiral diphosphines
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
FR0014895A
Other languages
English (en)
Other versions
FR2816946A1 (fr
Inventor
Jean Pierre Genet
Angela Marinetti
Guillaume Michaud
Michel Bulliard
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zach System SA
Original Assignee
PPG Sipsy SAS
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to FR0014895A priority Critical patent/FR2816946B1/fr
Application filed by PPG Sipsy SAS filed Critical PPG Sipsy SAS
Priority to PCT/FR2001/003607 priority patent/WO2002040492A1/fr
Priority to US10/432,685 priority patent/US20040138470A1/en
Priority to EP01996544A priority patent/EP1341798A1/fr
Priority to CA002429252A priority patent/CA2429252A1/fr
Priority to JP2002543500A priority patent/JP2004513951A/ja
Priority to AU2002220790A priority patent/AU2002220790A1/en
Publication of FR2816946A1 publication Critical patent/FR2816946A1/fr
Application granted granted Critical
Publication of FR2816946B1 publication Critical patent/FR2816946B1/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/24—Phosphines, i.e. phosphorus bonded to only carbon atoms, or to both carbon and hydrogen atoms, including e.g. sp2-hybridised phosphorus compounds such as phosphabenzene, phosphole or anionic phospholide ligands
    • B01J31/2404—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring
    • B01J31/2409—Cyclic ligands, including e.g. non-condensed polycyclic ligands, the phosphine-P atom being a ring member or a substituent on the ring with more than one complexing phosphine-P atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/63—Esters of sulfonic acids
    • C07C309/64—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms
    • C07C309/65—Esters of sulfonic acids having sulfur atoms of esterified sulfo groups bound to acyclic carbon atoms of a saturated carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
    • C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/62—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/12—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings
    • C07C39/14—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic with no unsaturation outside the aromatic rings with at least one hydroxy group on a condensed ring system containing two rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/09—Preparation of ethers by dehydration of compounds containing hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/303—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by hydrogenation of unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
    • C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D321/00—Heterocyclic compounds containing rings having two oxygen atoms as the only ring hetero atoms, not provided for by groups C07D317/00 - C07D319/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0033—Iridium compounds
    • C07F15/004—Iridium compounds without a metal-carbon linkage
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0046—Ruthenium compounds
    • C07F15/0053—Ruthenium compounds without a metal-carbon linkage
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table compounds of the platinum group
    • C07F15/0073—Rhodium compounds
    • C07F15/008—Rhodium compounds without a metal-carbon linkage
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/5027—Polyphosphines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/655—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms
    • C07F9/65515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring
    • C07F9/65517—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having oxygen atoms, with or without sulfur, selenium, or tellurium atoms, as the only ring hetero atoms the oxygen atom being part of a five-membered ring condensed with carbocyclic rings or carbocyclic ring systems
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60—Reduction reactions, e.g. hydrogenation
    • B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/643—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of R2C=O or R2C=NR (R= C, H)
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/60—Reduction reactions, e.g. hydrogenation
    • B01J2231/64—Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations
    • B01J2231/641—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes
    • B01J2231/645—Hydrogenation of organic substrates, i.e. H2 or H-transfer hydrogenations, e.g. Fischer-Tropsch processes of C=C or C-C triple bonds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/02—Compositional aspects of complexes used, e.g. polynuclearity
    • B01J2531/0261—Complexes comprising ligands with non-tetrahedral chirality
    • B01J2531/0266—Axially chiral or atropisomeric ligands, e.g. bulky biaryls such as donor-substituted binaphthalenes, e.g. "BINAP" or "BINOL"
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/822—Rhodium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2531/00—Additional information regarding catalytic systems classified in B01J31/00
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/827—Iridium
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2291—Olefins
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
    • B01J31/22—Organic complexes
    • B01J31/2282—Unsaturated compounds used as ligands
    • B01J31/2295—Cyclic compounds, e.g. cyclopentadienyls
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
FR0014895A 2000-11-17 2000-11-17 Diphosphines chirales dissymetriques, leurs utilisations pour la preparation de complexes diphosphino-metalliques, et les complexes diphosphino-metalliques ainsi obtenus Expired - Fee Related FR2816946B1 (fr)

Priority Applications (7)

Application Number Priority Date Filing Date Title
FR0014895A FR2816946B1 (fr) 2000-11-17 2000-11-17 Diphosphines chirales dissymetriques, leurs utilisations pour la preparation de complexes diphosphino-metalliques, et les complexes diphosphino-metalliques ainsi obtenus
US10/432,685 US20040138470A1 (en) 2000-11-17 2001-11-16 Chiral diphosphines and their metal complexes
EP01996544A EP1341798A1 (fr) 2000-11-17 2001-11-16 Diphosphines chirales et leurs complexes metalliques
CA002429252A CA2429252A1 (fr) 2000-11-17 2001-11-16 Diphosphines chirales et leurs complexes metalliques
PCT/FR2001/003607 WO2002040492A1 (fr) 2000-11-17 2001-11-16 Diphosphines chirales et leurs complexes metalliques
JP2002543500A JP2004513951A (ja) 2000-11-17 2001-11-16 キラルジホスフィン及びその金属錯体
AU2002220790A AU2002220790A1 (en) 2000-11-17 2001-11-16 Chiral diphosphines and their metal complexes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0014895A FR2816946B1 (fr) 2000-11-17 2000-11-17 Diphosphines chirales dissymetriques, leurs utilisations pour la preparation de complexes diphosphino-metalliques, et les complexes diphosphino-metalliques ainsi obtenus

Publications (2)

Publication Number Publication Date
FR2816946A1 FR2816946A1 (fr) 2002-05-24
FR2816946B1 true FR2816946B1 (fr) 2004-04-02

Family

ID=8856619

Family Applications (1)

Application Number Title Priority Date Filing Date
FR0014895A Expired - Fee Related FR2816946B1 (fr) 2000-11-17 2000-11-17 Diphosphines chirales dissymetriques, leurs utilisations pour la preparation de complexes diphosphino-metalliques, et les complexes diphosphino-metalliques ainsi obtenus

Country Status (7)

Country Link
US (1) US20040138470A1 (fr)
EP (1) EP1341798A1 (fr)
JP (1) JP2004513951A (fr)
AU (1) AU2002220790A1 (fr)
CA (1) CA2429252A1 (fr)
FR (1) FR2816946B1 (fr)
WO (1) WO2002040492A1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2005215906C1 (en) 2004-02-19 2012-03-01 Lonza Ag Process for the preparation of enantiomerically pure 1-substituted-3-aminoalcohols
KR20070029263A (ko) * 2004-06-25 2007-03-13 론자 아게 비대칭 치환 비아릴디포스핀의 제조 방법
EP1609795A1 (fr) * 2004-06-25 2005-12-28 Lonza AG Procédé de préparation de Biaryldiphosphines asymétriquement substituées
ATE415406T1 (de) * 2004-06-25 2008-12-15 Lonza Ag Verfahren zur herstellung von asymmetrisch substituierten biaryldiphosphinen
US7312347B2 (en) 2005-09-22 2007-12-25 Takasago International Corporation Substituted optically active disphosphine compound
WO2018021884A1 (fr) 2016-07-29 2018-02-01 주식회사 엘지화학 Ligand multidirectionnel pour complexe organométallique
JP6625768B2 (ja) 2016-07-29 2019-12-25 エルジー・ケム・リミテッド 多方向性リガンドに基づく有機金属複合体

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DK0398132T3 (da) * 1989-05-18 1995-12-18 Hoffmann La Roche Phosphorforbindelser
DE4422672A1 (de) * 1994-06-30 1996-01-04 Hoechst Ag Halogenierte Biphenyl-2,2'-diyl-bis-diphenylphosphine, ihre Herstellung und ihre Verwendung
DE19522293A1 (de) * 1995-06-20 1997-01-02 Bayer Ag Neue Bisphospine als Katalysatoren für asymmetrische Reaktionen
JP3493266B2 (ja) * 1996-08-27 2004-02-03 高砂香料工業株式会社 新規な光学活性ジホスフィン化合物、該化合物を製造す る方法、該化合物を配位子とする遷移金属錯体並びに該 錯体を用いた光学活性体の製造方法

Also Published As

Publication number Publication date
US20040138470A1 (en) 2004-07-15
JP2004513951A (ja) 2004-05-13
EP1341798A1 (fr) 2003-09-10
FR2816946A1 (fr) 2002-05-24
AU2002220790A1 (en) 2002-05-27
WO2002040492A1 (fr) 2002-05-23
CA2429252A1 (fr) 2002-05-23

Similar Documents

Publication Publication Date Title
PT1250311E (pt) Sintese assimetrica de pregabalina
DE69928792D1 (de) Imidazo-pyridin verbindungen, die die sekretion von magensäure hemmen
BR0216099B1 (pt) "conjunto de desgaste".
MA27035A1 (fr) Ligands de recepteurs de 5-ht et leurs utilisations
BR9908467B1 (pt) composiÇço de xampu aquosa.
IS6886A (is) Kínasólín sem MMP-13 hindrar
ID26310A (id) Produksi kontinyu 1,3-dioksolan-2-ona
NO994875D0 (no) Forbundne metallkomplekser
DE50213548D1 (de) Substituierte 2-carba-3,5-dicyano-4-aryl-6-aminopylektive liganden
DE69932413D1 (de) Teeherstellung
BR0208350B1 (pt) método de produção de uma vestimenta passìvel de ser fechada novamente, e respectiva vestimenta.
TWI317736B (en) Methods for the production of redox proteins and heteromultimeric-protein-complexes, and related compositions related applications
ATE469565T1 (de) Formierung von umkehrbaren gelen
FR2816946B1 (fr) Diphosphines chirales dissymetriques, leurs utilisations pour la preparation de complexes diphosphino-metalliques, et les complexes diphosphino-metalliques ainsi obtenus
DE69903998T2 (de) Formwerkzeuge
EE200300060A (et) Polaarsete rühmadega perfluoroalküülrühma sisaldavad kompleksid, nende valmistamismeetod ja kasutamine
BR0110478B1 (pt) composiÇço aquosa de xampu.
DE50101454D1 (de) Fertigungsstrassenabschnitt
DE69906376D1 (de) S-oxyde lipide senkende verbindungen
FR2821357B1 (fr) Nouveaux thiacalix[4]arenes et leurs complexes metalliques
ID22473A (id) Produksi enzimatik vitamin b6
DE50111859D1 (de) Press- oder Stanzautomat
ITMI20011833A0 (it) Agenti che regolano la permeabilita' vascolare
AU2002316617A8 (en) Anticancer polypeptide-metal complexes and compositions, methods of making, and methods of using same
ITMI20011758A1 (it) Ligandi

Legal Events

Date Code Title Description
ST Notification of lapse

Effective date: 20100730