WO2003004157A3 - Optisch aktive katalysatoren enthaltend einen salenliganden und vanadium (iv), ihre herstellung und ihre verwendung zur herstellung von cyanhydrinen - Google Patents

Optisch aktive katalysatoren enthaltend einen salenliganden und vanadium (iv), ihre herstellung und ihre verwendung zur herstellung von cyanhydrinen Download PDF

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Publication number
WO2003004157A3
WO2003004157A3 PCT/EP2002/006685 EP0206685W WO03004157A3 WO 2003004157 A3 WO2003004157 A3 WO 2003004157A3 EP 0206685 W EP0206685 W EP 0206685W WO 03004157 A3 WO03004157 A3 WO 03004157A3
Authority
WO
WIPO (PCT)
Prior art keywords
salen ligand
vanadium
optically active
cyanohydrins
producing
Prior art date
Application number
PCT/EP2002/006685
Other languages
English (en)
French (fr)
Other versions
WO2003004157A2 (de
WO2003004157A8 (de
Inventor
Bettina Kirschbaum
Rainer Fell
Original Assignee
Clariant Gmbh
Bettina Kirschbaum
Rainer Fell
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
Application filed by Clariant Gmbh, Bettina Kirschbaum, Rainer Fell filed Critical Clariant Gmbh
Priority to EP02740727A priority Critical patent/EP1414569A2/de
Priority to US10/482,530 priority patent/US20040236129A1/en
Priority to JP2003510161A priority patent/JP2004533323A/ja
Publication of WO2003004157A2 publication Critical patent/WO2003004157A2/de
Publication of WO2003004157A3 publication Critical patent/WO2003004157A3/de
Publication of WO2003004157A8 publication Critical patent/WO2003004157A8/de

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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
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/2208—Oxygen, e.g. acetylacetonates
    • B01J31/2226—Anionic ligands, i.e. the overall ligand carries at least one formal negative charge
    • B01J31/2243—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00—Preparation of carboxylic acid nitriles
    • 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
    • C07F9/005—Compounds of elements of Group 5 of the Periodic Table without metal-carbon linkages
    • 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
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/34—Other additions, e.g. Monsanto-type carbonylations, addition to 1,2-C=X or 1,2-C-X triplebonds, additions to 1,4-C=C-C=X or 1,4-C=-C-X triple bonds with X, e.g. O, S, NH/N
    • B01J2231/341—1,2-additions, e.g. aldol or Knoevenagel condensations
    • 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
    • B01J2531/0238—Complexes comprising multidentate ligands, i.e. more than 2 ionic or coordinative bonds from the central metal to the ligand, the latter having at least two donor atoms, e.g. N, O, S, P
    • B01J2531/0241—Rigid ligands, e.g. extended sp2-carbon frameworks or geminal di- or trisubstitution
    • B01J2531/0252—Salen ligands or analogues, e.g. derived from ethylenediamine and salicylaldehyde
    • 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
    • B01J2531/50—Complexes comprising metals of Group V (VA or VB) as the central metal
    • B01J2531/56—Vanadium
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Optisch aktiver Katalysator enthaltend einen Salenliganden der Formal (II) und Vanadium in der Oxidationsstufe (IV), Formel (II), worin die Reste R, R' und R' des Salen-Liganden unabhängig voneinander Wasserstoff, verzweigte oder unverzweigte C1-C10 Alkylreste, oder eine Gruppe O(C1-C4-Alkyl), oder F, Cl, Br oder l, eine gegebenenfalls substituierte, Arylgruppe, oder -(CH2)m-, wobei m eine ganze Zahl im Bereich von 1 bis 8 ist, bedeuten und der Katalysator 1,4 bis 10 Äquivalente Salenligand bezogen auf ein Äquivalent Vanadium-(IV) enthält. Der Katalysator läßt sich durch Umsetzung eines Vanadyl-(IV)-Salzes mit 1,4 bis 10 Äquivalenten des Salenliganden erhalten und zur Herstellung von optisch aktiven Cyanhydrinen verwenden.
PCT/EP2002/006685 2001-06-30 2002-06-18 Optisch aktive katalysatoren enthaltend einen salenliganden und vanadium (iv), ihre herstellung und ihre verwendung zur herstellung von cyanhydrinen WO2003004157A2 (de)

Priority Applications (3)

Application Number Priority Date Filing Date Title
EP02740727A EP1414569A2 (de) 2001-06-30 2002-06-18 Einen salenliganden und vanadium(iv) enthaltende optisch aktive katalysatoren, ihre herstellung und ihre verwendung zur herstellung von cyanhydrinen
US10/482,530 US20040236129A1 (en) 2001-06-30 2002-06-18 Optically active catalysts
JP2003510161A JP2004533323A (ja) 2001-06-30 2002-06-18 光学活性触媒

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10131811.1 2001-06-30
DE10131811A DE10131811A1 (de) 2001-06-30 2001-06-30 Optisch aktive Katalysatoren

Publications (3)

Publication Number Publication Date
WO2003004157A2 WO2003004157A2 (de) 2003-01-16
WO2003004157A3 true WO2003004157A3 (de) 2003-11-20
WO2003004157A8 WO2003004157A8 (de) 2004-01-29

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2002/006685 WO2003004157A2 (de) 2001-06-30 2002-06-18 Optisch aktive katalysatoren enthaltend einen salenliganden und vanadium (iv), ihre herstellung und ihre verwendung zur herstellung von cyanhydrinen

Country Status (5)

Country Link
US (1) US20040236129A1 (de)
EP (1) EP1414569A2 (de)
JP (1) JP2004533323A (de)
DE (1) DE10131811A1 (de)
WO (1) WO2003004157A2 (de)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10131810A1 (de) * 2001-06-30 2003-02-27 Clariant Gmbh Verfahren zur Herstellung von optisch aktiven Cyanhydrinen und deren korrespondierenden Säuren
DE10259162A1 (de) * 2002-12-18 2004-07-08 Clariant Gmbh Optisch aktive Komplexe enthaltende Mischungen
CN101973902B (zh) * 2010-10-21 2013-08-07 罗梅 一种对氨基苯甲酸的合成方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002010095A2 (en) * 2000-08-02 2002-02-07 King's College London, An Institution Incorporated By Royal Charter Process for the cyanation of aldehydes
WO2002066410A1 (en) * 2001-02-16 2002-08-29 Avecia Limited Preparation of mandelic acid derivatives

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3701383A1 (de) * 1987-01-20 1988-07-28 Degussa Verfahren zur herstellung von optisch aktiven cyanhydrinen
AT400035B (de) * 1993-06-01 1995-09-25 Chemie Linz Gmbh Enzymatisches verfahren zur herstellung aliphatischer s-cyanhydrine
DE10131810A1 (de) * 2001-06-30 2003-02-27 Clariant Gmbh Verfahren zur Herstellung von optisch aktiven Cyanhydrinen und deren korrespondierenden Säuren

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002010095A2 (en) * 2000-08-02 2002-02-07 King's College London, An Institution Incorporated By Royal Charter Process for the cyanation of aldehydes
WO2002066410A1 (en) * 2001-02-16 2002-08-29 Avecia Limited Preparation of mandelic acid derivatives

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
BELOKON Y N ET AL: "Mechanistic Investigation of the Asymmetric Addition of Trimethylsilyl Cyanide to Aldehydes Catalysed by Dinuclear Chiral (Salen)titanium Complexes", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, no. 14, 7 September 2000 (2000-09-07), pages 2655 - 2661, XP002224270 *
BELOKON Y N ET AL: "Optimized catalysts for the asymmetric addition of trimethylsilyl cyanide to aldehydes and ketones", TETRAHEDRON, vol. 57, no. 4, 2001, pages 771 - 779, XP002224269, ISSN: 1523-7060 *
CROSS R J ET AL: "Chiral Schiff base complexes of copper(II), vanadium(IV) and nickel(II) as oxidation catalysts. X-ray crystal structures of [Cu(R-salpn)(OH2)] and [Cu(+--busalcx)]", POLYHEDRON, vol. 17, no. 23-24, 1998, pages 4179 - 4187, XP002224271 *
SCHMIDT H ET AL: "THE PREPARATION AND SYNTHETIC POTENTIAL OF CHLOROVANADIUM (V AND IV) COMPLEXES SUPPORTED BY ENAMINES AND BIS (ENAMINES)", INORGANICA CHIMICA ACTA, LAUSANNE, CH, vol. 267, no. 2, 1998, pages 229 - 238, XP000905328, ISSN: 0020-1693 *

Also Published As

Publication number Publication date
WO2003004157A2 (de) 2003-01-16
DE10131811A1 (de) 2003-04-03
US20040236129A1 (en) 2004-11-25
EP1414569A2 (de) 2004-05-06
JP2004533323A (ja) 2004-11-04
WO2003004157A8 (de) 2004-01-29

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