ATE500892T1 - Verfahren zur übergangsmetallkatalysierten asymmetrischen hydrierung von acrylsäurederivaten und neues katalysatorsystem zur asymmetrischen übergangsmetallkatalyse - Google Patents
Verfahren zur übergangsmetallkatalysierten asymmetrischen hydrierung von acrylsäurederivaten und neues katalysatorsystem zur asymmetrischen übergangsmetallkatalyseInfo
- Publication number
- ATE500892T1 ATE500892T1 AT05817279T AT05817279T ATE500892T1 AT E500892 T1 ATE500892 T1 AT E500892T1 AT 05817279 T AT05817279 T AT 05817279T AT 05817279 T AT05817279 T AT 05817279T AT E500892 T1 ATE500892 T1 AT E500892T1
- Authority
- AT
- Austria
- Prior art keywords
- transition metal
- optionally substituted
- aryl
- formula
- radical
- Prior art date
Links
- 229910052723 transition metal Inorganic materials 0.000 title abstract 4
- 150000003624 transition metals Chemical class 0.000 title abstract 4
- 239000003054 catalyst Substances 0.000 title abstract 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 title abstract 2
- 238000009876 asymmetric hydrogenation reaction Methods 0.000 title abstract 2
- 238000006555 catalytic reaction Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- -1 heteroaryl radical Chemical class 0.000 abstract 5
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 5
- 125000003118 aryl group Chemical group 0.000 abstract 4
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Chemical compound P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000003446 ligand Substances 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 abstract 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000000852 hydrogen donor Substances 0.000 abstract 1
- 229910052741 iridium Inorganic materials 0.000 abstract 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000004437 phosphorous atom Chemical group 0.000 abstract 1
- 239000011574 phosphorus Substances 0.000 abstract 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 abstract 1
- 229910052703 rhodium Inorganic materials 0.000 abstract 1
- 239000010948 rhodium Substances 0.000 abstract 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 abstract 1
- 229910052707 ruthenium Inorganic materials 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 230000007704 transition Effects 0.000 abstract 1
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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
- C07C51/36—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by hydrogenation of carbon-to-carbon unsaturated 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
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
-
- 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
- B01J31/1845—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 phosphorus
- B01J31/1865—Phosphonites (RP(OR)2), their isomeric phosphinates (R2(RO)P=O) and RO-substitution derivatives thereof
-
- 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
- B01J31/1845—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 phosphorus
- B01J31/1865—Phosphonites (RP(OR)2), their isomeric phosphinates (R2(RO)P=O) and RO-substitution derivatives thereof
- B01J31/187—Amide derivatives thereof
-
- 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
- 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT0217404A AT501193B1 (de) | 2004-12-27 | 2004-12-27 | Verfahen zur übergangsmetall - katalysierten asymmetrischen hydrierung von acrylsäurederivaten |
| PCT/EP2005/012990 WO2006069617A1 (en) | 2004-12-27 | 2005-12-05 | Process for transition metal-catalyzed asymmetric hydrogenation of acrylic acid derivatives, and a novel catalyst system for asymmetric transition metal catalysis |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE500892T1 true ATE500892T1 (de) | 2011-03-15 |
Family
ID=35708757
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT0217404A AT501193B1 (de) | 2004-12-27 | 2004-12-27 | Verfahen zur übergangsmetall - katalysierten asymmetrischen hydrierung von acrylsäurederivaten |
| AT05817279T ATE500892T1 (de) | 2004-12-27 | 2005-12-05 | Verfahren zur übergangsmetallkatalysierten asymmetrischen hydrierung von acrylsäurederivaten und neues katalysatorsystem zur asymmetrischen übergangsmetallkatalyse |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT0217404A AT501193B1 (de) | 2004-12-27 | 2004-12-27 | Verfahen zur übergangsmetall - katalysierten asymmetrischen hydrierung von acrylsäurederivaten |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US7473792B2 (de) |
| EP (1) | EP1830958B1 (de) |
| JP (1) | JP5147410B2 (de) |
| KR (1) | KR20070094903A (de) |
| CN (1) | CN101090770B (de) |
| AT (2) | AT501193B1 (de) |
| BR (1) | BRPI0519272B8 (de) |
| CA (1) | CA2586527C (de) |
| DE (1) | DE602005026861D1 (de) |
| ES (1) | ES2362289T3 (de) |
| IL (1) | IL183849A (de) |
| MX (1) | MX2007007820A (de) |
| RU (1) | RU2415127C2 (de) |
| WO (1) | WO2006069617A1 (de) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1903027A1 (de) * | 2006-09-13 | 2008-03-26 | Novartis AG | Verfahren zur Herstellung von Biaryl substituierter 4-Aminobuttersäure oder deren Derivate und ihre Verwendung zur Herstellung von NEP Inhibitoren |
| CN104248972B (zh) * | 2014-08-11 | 2017-02-22 | 沙洋秦江化工有限公司 | 固载化双手性配体金属络合物及合成方法和应用 |
| CN104231131A (zh) * | 2014-08-11 | 2014-12-24 | 沙洋秦江化工有限公司 | 用于生产双手性配体络合物的固载化手性配体及合成方法 |
| EP3301087A1 (de) | 2016-09-30 | 2018-04-04 | DPx Fine Chemicals Austria GmbH & Co KG | Verfahren zur herstellung von chiralen aminen |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0720910B2 (ja) * | 1986-11-14 | 1995-03-08 | 高砂香料工業株式会社 | 光学活性カルボン酸の製法 |
| JP2893464B2 (ja) * | 1989-07-05 | 1999-05-24 | 高砂香料工業株式会社 | 光学活性カルボン酸の製造方法 |
| JPH0692427B2 (ja) * | 1989-07-11 | 1994-11-16 | 高砂香料工業株式会社 | 2,2’―ビス(ジシクロヘキシルホスフィノ)―6,6’―ジメチル―1,1’―ビフェニルを配位子とする錯体,およびその錯体を用いた有機カルボン酸とそのエステルの製造方法 |
| US5210243A (en) * | 1990-12-10 | 1993-05-11 | Ethyl Corporation | Hydrogenation of aromatic-substituted olefins using organometallic catalyst |
| JP3020128B2 (ja) * | 1994-03-08 | 2000-03-15 | 高砂香料工業株式会社 | 光学活性カルボン酸の製造法 |
| JP4028625B2 (ja) * | 1997-09-11 | 2007-12-26 | 小川香料株式会社 | ホスフィン化合物およびそれを配位子とするロジウム錯体 |
| DE10027505A1 (de) * | 2000-06-06 | 2001-12-13 | Studiengesellschaft Kohle Mbh | Chirale Monophosphite als Liganden für die asymmetrische Übergangsmetall-katalysierte Hydrierung |
| BR0112146A (pt) * | 2000-07-03 | 2003-05-06 | Speedel Pharma Ag | Preparação de ácidos (r)-2-alquil-3-fenilpropiÈnicos |
| NL1015655C2 (nl) * | 2000-07-07 | 2002-01-08 | Dsm Nv | Katalysator voor de asymmetrische hydrogenering. |
| DE10148551A1 (de) * | 2001-10-01 | 2003-04-10 | Bayer Ag | Chirale Monophosphorverbindungen |
| DE10247633A1 (de) | 2002-10-11 | 2004-04-29 | Studiengesellschaft Kohle Mbh | Mischungen von chiralen Monophosphor-Verbindungen als Ligandensysteme für die asymmetrische Übergangsmetallkatalyse |
-
2004
- 2004-12-27 AT AT0217404A patent/AT501193B1/de not_active IP Right Cessation
-
2005
- 2005-12-05 BR BRPI0519272A patent/BRPI0519272B8/pt not_active IP Right Cessation
- 2005-12-05 ES ES05817279T patent/ES2362289T3/es not_active Expired - Lifetime
- 2005-12-05 RU RU2007128777/04A patent/RU2415127C2/ru not_active IP Right Cessation
- 2005-12-05 EP EP05817279A patent/EP1830958B1/de not_active Expired - Lifetime
- 2005-12-05 JP JP2007548711A patent/JP5147410B2/ja not_active Expired - Fee Related
- 2005-12-05 WO PCT/EP2005/012990 patent/WO2006069617A1/en not_active Ceased
- 2005-12-05 US US11/666,922 patent/US7473792B2/en not_active Expired - Fee Related
- 2005-12-05 KR KR1020077014537A patent/KR20070094903A/ko not_active Withdrawn
- 2005-12-05 CA CA2586527A patent/CA2586527C/en not_active Expired - Fee Related
- 2005-12-05 CN CN2005800450040A patent/CN101090770B/zh not_active Expired - Fee Related
- 2005-12-05 MX MX2007007820A patent/MX2007007820A/es active IP Right Grant
- 2005-12-05 DE DE602005026861T patent/DE602005026861D1/de not_active Expired - Lifetime
- 2005-12-05 AT AT05817279T patent/ATE500892T1/de not_active IP Right Cessation
-
2007
- 2007-06-11 IL IL183849A patent/IL183849A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BRPI0519272B8 (pt) | 2016-09-13 |
| CA2586527C (en) | 2013-02-05 |
| CN101090770B (zh) | 2010-11-24 |
| BRPI0519272A2 (pt) | 2009-01-06 |
| WO2006069617A1 (en) | 2006-07-06 |
| DE602005026861D1 (de) | 2011-04-21 |
| US20070293691A1 (en) | 2007-12-20 |
| MX2007007820A (es) | 2007-07-25 |
| IL183849A (en) | 2011-10-31 |
| JP2008525506A (ja) | 2008-07-17 |
| IL183849A0 (en) | 2007-10-31 |
| ES2362289T3 (es) | 2011-06-30 |
| EP1830958A1 (de) | 2007-09-12 |
| RU2415127C2 (ru) | 2011-03-27 |
| CA2586527A1 (en) | 2006-07-06 |
| BRPI0519272B1 (pt) | 2015-05-19 |
| JP5147410B2 (ja) | 2013-02-20 |
| AT501193B1 (de) | 2007-03-15 |
| CN101090770A (zh) | 2007-12-19 |
| KR20070094903A (ko) | 2007-09-27 |
| AT501193A1 (de) | 2006-07-15 |
| EP1830958B1 (de) | 2011-03-09 |
| RU2007128777A (ru) | 2009-02-10 |
| US7473792B2 (en) | 2009-01-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RER | Ceased as to paragraph 5 lit. 3 law introducing patent treaties |