ATE368020T1 - Transferhydrierungsverfahren und katalysator - Google Patents

Transferhydrierungsverfahren und katalysator

Info

Publication number
ATE368020T1
ATE368020T1 AT01998521T AT01998521T ATE368020T1 AT E368020 T1 ATE368020 T1 AT E368020T1 AT 01998521 T AT01998521 T AT 01998521T AT 01998521 T AT01998521 T AT 01998521T AT E368020 T1 ATE368020 T1 AT E368020T1
Authority
AT
Austria
Prior art keywords
sulphonated
group
optionally substituted
catalyst
transfer hydrogenation
Prior art date
Application number
AT01998521T
Other languages
English (en)
Inventor
Jonathon Williams
Christian Bubert
Stephen Brown
Andrew Blacker
Original Assignee
Avecia Pharmaceuticals Ltd
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 Avecia Pharmaceuticals Ltd filed Critical Avecia Pharmaceuticals Ltd
Application granted granted Critical
Publication of ATE368020T1 publication Critical patent/ATE368020T1/de

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
    • B01J31/22—Organic complexes
    • B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
    • B01J31/226—Sulfur, e.g. thiocarbamates
    • 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
    • B01J31/18—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms
    • B01J31/1805—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in isocyanide ligands C=N-R or as complexed central atoms the ligands containing nitrogen
    • 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
    • B01J31/2217—At least one oxygen and one nitrogen atom present as complexing atoms in an at least bidentate or bridging ligand
    • 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
    • C07B53/00—Asymmetric syntheses
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
    • C07C311/18—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/20—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
    • C07D339/02—Five-membered rings
    • C07D339/04—Five-membered rings having the hetero atoms in positions 1 and 2, e.g. lipoic acid
    • 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
    • C07F17/00—Metallocenes
    • C07F17/02—Metallocenes of metals of Groups 8, 9 or 10 of the Periodic Table
    • 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
    • B01J2531/80—Complexes comprising metals of Group VIII as the central metal
    • B01J2531/82—Metals of the platinum group
    • B01J2531/821—Ruthenium
    • 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
    • B01J2540/00—Compositional aspects of coordination complexes or ligands in catalyst systems
    • B01J2540/20—Non-coordinating groups comprising halogens
    • B01J2540/22—Non-coordinating groups comprising halogens comprising fluorine, e.g. trifluoroacetate
    • 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
    • B01J2540/00—Compositional aspects of coordination complexes or ligands in catalyst systems
    • B01J2540/30—Non-coordinating groups comprising sulfur
    • B01J2540/32—Sulfonic acid groups or their salts
    • B01J2540/325—Sulfonic acid groups or their salts being perfluorinated, i.e. comprising at least one perfluorinated moiety as substructure in case of polyfunctional groups
    • 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
    • B01J2540/00—Compositional aspects of coordination complexes or ligands in catalyst systems
    • B01J2540/30—Non-coordinating groups comprising sulfur
    • B01J2540/34—Sulfonyl groups
    • 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
    • B01J2540/00—Compositional aspects of coordination complexes or ligands in catalyst systems
    • B01J2540/30—Non-coordinating groups comprising sulfur
    • B01J2540/34—Sulfonyl groups
    • B01J2540/345—Sulfonyl groups being perfluorinated, i.e. comprising at least one perfluorinated moiety as substructure in case of polyfunctional groups
    • 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
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • B01J31/28—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24 of the platinum group metals, iron group metals or copper
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2602/00—Systems containing two condensed rings
    • C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
    • C07C2602/04—One of the condensed rings being a six-membered aromatic ring
    • C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane

Landscapes

  • 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)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
AT01998521T 2000-12-01 2001-11-29 Transferhydrierungsverfahren und katalysator ATE368020T1 (de)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB0029356.3A GB0029356D0 (en) 2000-12-01 2000-12-01 Transfer hydrogenation

Publications (1)

Publication Number Publication Date
ATE368020T1 true ATE368020T1 (de) 2007-08-15

Family

ID=9904277

Family Applications (1)

Application Number Title Priority Date Filing Date
AT01998521T ATE368020T1 (de) 2000-12-01 2001-11-29 Transferhydrierungsverfahren und katalysator

Country Status (10)

Country Link
US (1) US7250526B2 (de)
EP (1) EP1339655B1 (de)
JP (1) JP4153302B2 (de)
CN (1) CN1537088A (de)
AT (1) ATE368020T1 (de)
AU (1) AU2002220849A1 (de)
CA (1) CA2430295A1 (de)
DE (1) DE60129588T2 (de)
GB (1) GB0029356D0 (de)
WO (1) WO2002044111A1 (de)

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0221438D0 (en) 2002-09-16 2002-10-23 Avecia Ltd Processes and compounds
GB0322559D0 (en) * 2003-09-18 2003-10-29 Avecia Ltd Process
US20070121939A1 (en) * 2004-01-13 2007-05-31 Interdigital Technology Corporation Watermarks for wireless communications
AU2005252209B2 (en) * 2004-06-03 2009-06-11 Charles J. Rogers Low temperature methods for hydrogen production
GB0424000D0 (en) * 2004-10-29 2004-12-01 Avecia Ltd Process
GB0424004D0 (en) * 2004-10-29 2004-12-01 Avecia Ltd Process
GB0425320D0 (en) 2004-11-17 2004-12-22 Johnson Matthey Plc Diamines
JP5035960B2 (ja) * 2004-12-02 2012-09-26 学校法人日本大学 ポリスルホンアミド誘導体とその使用
JP5207096B2 (ja) * 2005-11-02 2013-06-12 関東化学株式会社 光学活性な含窒素化合物の製造方法
WO2007147897A1 (de) * 2006-06-23 2007-12-27 Basf Se Verfahren zur herstellung von optisch aktiven 2-halogen-1-phenylethanol-derivaten und folgeprodukten davon
WO2008080138A1 (en) 2006-12-22 2008-07-03 Richmond Chemical Corporation Stereoinversion of amino acids
TWI433674B (zh) 2006-12-28 2014-04-11 Infinity Discovery Inc 環杷明(cyclopamine)類似物類
JP5268264B2 (ja) * 2007-02-07 2013-08-21 住友精化株式会社 アルカンジスルホニルハライドの製造方法
WO2009086451A1 (en) 2007-12-27 2009-07-09 Infinity Pharmaceuticals, Inc. Methods for stereoselective reduction
ES2863542T3 (es) * 2009-03-17 2021-10-11 Johnson Matthey Plc Proceso para la hidrogenación de cetonas en presencia de catalizadores de Ru (II)
JP5536541B2 (ja) * 2009-07-13 2014-07-02 高砂香料工業株式会社 ルテニウム−ジアミン錯体および光学活性化合物の製造方法
CA2769795C (en) 2009-08-05 2020-01-07 Infinity Pharmaceuticals, Inc. Enzymatic transamination of cyclopamine analogs
US9376447B2 (en) 2010-09-14 2016-06-28 Infinity Pharmaceuticals, Inc. Transfer hydrogenation of cyclopamine analogs
WO2014036650A1 (en) * 2012-09-04 2014-03-13 Goussev Dmitri Catalysts based on amino-sulfide ligands for hydrogenation and dehydrogenation processes
BR112017026103B1 (pt) 2015-06-04 2023-10-03 Sol-Gel Technologies Ltd Composições tópicas com composto inibidor de hedgehog, sistema de entrega tópica e seus usos
CN105061126B (zh) * 2015-08-19 2017-01-18 四川大学 芳酮衍生物的高立体选择性氢化方法
BR112022008568A2 (pt) * 2019-11-07 2022-08-09 Dsm Ip Assets Bv Catalisador de metal de transição
WO2021177287A1 (ja) * 2020-03-03 2021-09-10 高砂香料工業株式会社 ルテニウム錯体を吸着した活性炭を含む触媒、及びそれを用いた還元生成物の製造方法
CN115925597A (zh) * 2022-12-20 2023-04-07 黄冈鲁班药业股份有限公司 双(4-磺酸基苯基)二硫化物的制备方法
CN119469983B (zh) * 2025-01-14 2025-06-17 英特派铂业股份有限公司 一种铂铑合金中铑含量的测定方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9706321D0 (en) 1997-03-26 1997-05-14 Zeneca Ltd Catalytic hydrogenation
GB9821067D0 (en) 1998-09-29 1998-11-18 Zeneca Ltd Transfer hydrogenation process

Also Published As

Publication number Publication date
DE60129588D1 (de) 2007-09-06
DE60129588T2 (de) 2008-04-10
CA2430295A1 (en) 2002-06-06
US20040102313A1 (en) 2004-05-27
WO2002044111A1 (en) 2002-06-06
GB0029356D0 (en) 2001-01-17
AU2002220849A1 (en) 2002-06-11
US7250526B2 (en) 2007-07-31
JP2004522718A (ja) 2004-07-29
EP1339655B1 (de) 2007-07-25
EP1339655A1 (de) 2003-09-03
CN1537088A (zh) 2004-10-13
JP4153302B2 (ja) 2008-09-24

Similar Documents

Publication Publication Date Title
DE60129588D1 (de) Transferhydrierungsverfahren und katalysator
PT971865E (pt) Processo e catalisador de hidrogenacao por transferencia
PT1117627E (pt) Processo de hidrogenacao por transferencia
Zhang et al. Asymmetric transfer and pressure hydrogenation with earth‐abundant transition metal catalysts
Brown et al. Enantioselective catalytic transfer hydrogenation of α, β-unsaturated carboxylic acids with formates catalyzed by novel ruthenium phosphine complexes
WO2002051779A3 (de) Verfahren zur herstellung von alkoholen durch hydrierung von carbonylverbindungen
JP2005500987A5 (de)
MY121112A (en) Raney iron catalyst and a process for hydrogenating organic compounds using said catalyst.
PL371465A1 (en) Supported bis(phosphorus)ligands and their use in the catalysis
UY25984A1 (es) Procedimiento para la preparacion de hidrocloruro de l-fenilefrina
SA521421676B1 (ar) طرق الهدرجة الانتقائية
ATE296817T1 (de) Hydrierung von 3,4-tetrahydrofurandiol zu tetrahydrofuran
PT1210305E (pt) Processo de hidrogenacao por transferencia
Everaere et al. Ruthenium catalyzed asymmetric transfer hydrogenation of β-ketoesters
DE60303502D1 (de) Herstellung von n-substituierten aminoorganosilanen
EA200200112A1 (ru) Способ синтеза (r)-1-(3,5-бис (трифторметил) фенил) этан-1-ола гидрированием с асимметрическим переносом
ATE469909T1 (de) Als katalysator für die asymmetrische transferhydrierung geeignete chirale verbindung
RU97117071A (ru) Способ жидкофазного гидрирования
TH30810A (th) การไฮโดรจิเนชันของอิมีนและอีนามีน
KR20070068428A (ko) 광학이성적으로 농축된 기질의 탈농축 방법

Legal Events

Date Code Title Description
RER Ceased as to paragraph 5 lit. 3 law introducing patent treaties