HUP0400519A2 - Katalizátor aszimmetrikus (transzfer) hidrogénezéshez - Google Patents
Katalizátor aszimmetrikus (transzfer) hidrogénezéshezInfo
- Publication number
- HUP0400519A2 HUP0400519A2 HU0400519A HUP0400519A HUP0400519A2 HU P0400519 A2 HUP0400519 A2 HU P0400519A2 HU 0400519 A HU0400519 A HU 0400519A HU P0400519 A HUP0400519 A HU P0400519A HU P0400519 A2 HUP0400519 A2 HU P0400519A2
- Authority
- HU
- Hungary
- Prior art keywords
- catalyst
- hydrogenation
- asymmetric
- transfer
- general formula
- Prior art date
Links
- 239000003054 catalyst Substances 0.000 title abstract 4
- 238000005984 hydrogenation reaction Methods 0.000 title abstract 3
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 abstract 2
- 239000003446 ligand Substances 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 229910052703 rhodium Inorganic materials 0.000 abstract 2
- 239000010948 rhodium Substances 0.000 abstract 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 abstract 2
- 229910052707 ruthenium Inorganic materials 0.000 abstract 2
- 229910052723 transition metal Inorganic materials 0.000 abstract 2
- 150000003624 transition metals Chemical class 0.000 abstract 2
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 150000002466 imines Chemical class 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
- 150000002576 ketones Chemical class 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 125000004437 phosphorous atom Chemical group 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
Classifications
-
- 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
-
- 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
- B01J31/185—Phosphites ((RO)3P), their isomeric phosphonates (R(RO)2P=O) and RO-substitution derivatives thereof
- B01J31/1855—Triamide 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
-
- 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
-
- 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
- C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
- C07F9/6571—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and oxygen atoms as the only ring hetero atoms
- C07F9/657154—Cyclic esteramides of oxyacids of phosphorus
-
- 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
- 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
-
- 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)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A találmány tárgya MLaXbSc általános képletű katalizátor aszimmetrikus(transzfer) hidrogénezéshez, mely képletben M jelentése egy átmenetifém, amelyet a ródium és ruténium közül választunk ki, X jelentéseellenion és S jelentése ligandum, a jelentése 0,5-3, b és c jelentéseegymástól függetlenül 0-2, és L jelentése (I) általános képletűkirális ligandum, mely képletben Cn a két O-atommal és a P-atommalegyütt szubsztituált vagy szubsztituálatlan 2-4 szénatomos gyűrűtképez, R1 és R2 jelentése egymástól függetlenül H, adott esetbenszubsztituált alkil-, aril-, aralkil- vagy alkarilcsoport, vagy akapcsolódó N-atommal együtt egy heterociklusos gyűrűt képezhetnek. Atalálmány tárgyát képezi továbbá egy eljárás olefinesen telítetlenvegyület, keton, imin- vagy oximszármazék aszimmetrikus (transzfer)hidrogénezésére egy MLaXbSc általános képletű katalizátorral, melyképletben M jelentése átmeneti fém, melyet a ródium, irídium ésruténium közül választanak ki, X, S és L jelentése pedig a fentiekbenmegadott. A találmány szerinti katalizátorral és eljárással magasenantioszelektivitás érhető el. Ó
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL1015655A NL1015655C2 (nl) | 2000-07-07 | 2000-07-07 | Katalysator voor de asymmetrische hydrogenering. |
PCT/NL2001/000517 WO2002004466A2 (en) | 2000-07-07 | 2001-07-06 | Catalyst for asymmetric (transfer) hydrogenation |
Publications (3)
Publication Number | Publication Date |
---|---|
HUP0400519A2 true HUP0400519A2 (hu) | 2004-06-28 |
HUP0400519A3 HUP0400519A3 (en) | 2005-10-28 |
HU229665B1 HU229665B1 (hu) | 2014-04-28 |
Family
ID=19771696
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0400519A HU229665B1 (hu) | 2000-07-07 | 2001-07-06 | Katalizátor aszimmetrikus (transzfer) hidrogénezéshez |
Country Status (16)
Country | Link |
---|---|
US (1) | US6989461B2 (hu) |
EP (1) | EP1325013B1 (hu) |
JP (1) | JP4958374B2 (hu) |
CN (3) | CN1827214A (hu) |
AT (1) | ATE339430T1 (hu) |
AU (1) | AU2001271145A1 (hu) |
CA (1) | CA2414202C (hu) |
CY (1) | CY1106288T1 (hu) |
CZ (1) | CZ304071B6 (hu) |
DE (1) | DE60123093T2 (hu) |
DK (1) | DK1325013T3 (hu) |
ES (1) | ES2271043T3 (hu) |
HU (1) | HU229665B1 (hu) |
NL (1) | NL1015655C2 (hu) |
PT (1) | PT1325013E (hu) |
WO (1) | WO2002004466A2 (hu) |
Families Citing this family (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20040024564A (ko) | 2001-07-12 | 2004-03-20 | 아베시아 리미티드 | 마이크로캡슐화된 촉매, 이의 제조 방법 및 이의 사용 방법 |
EP1364932A1 (en) * | 2002-05-23 | 2003-11-26 | DSM IP Assets B.V. | Process for the preparation of enantiomerically enriched compounds |
WO2004024684A2 (en) * | 2002-09-13 | 2004-03-25 | Yale University | Enantioselective amination and etherification |
DE10247633A1 (de) * | 2002-10-11 | 2004-04-29 | Studiengesellschaft Kohle Mbh | Mischungen von chiralen Monophosphor-Verbindungen als Ligandensysteme für die asymmetrische Übergangsmetallkatalyse |
JP2004150960A (ja) * | 2002-10-30 | 2004-05-27 | Nichirei Corp | 物性測定用プローブ |
JP2006508161A (ja) * | 2002-12-02 | 2006-03-09 | ソルヴィーアス アクチェンゲゼルシャフト | 炭素−ヘテロ原子二重結合の接触水素化 |
WO2004078766A1 (en) * | 2003-02-27 | 2004-09-16 | Mitsubishi Chemical Corporation | Optically active phosphites and phosphoramides bearing biphenol skeletons with axial chirality, and their use in catalytic asymmetric reactions |
CN1309728C (zh) * | 2004-07-30 | 2007-04-11 | 中国科学院上海有机化学研究所 | 一类手性有机-无机高分子组装体催化剂、合成方法及用途 |
CN100482671C (zh) * | 2004-09-29 | 2009-04-29 | 中国科学院上海有机化学研究所 | 手性单磷配体、合成方法及其用途 |
JP5704786B2 (ja) * | 2004-11-16 | 2015-04-22 | ヴェロシス,インク. | マイクロチャネル技術を用いる多相反応プロセス |
AT501193B1 (de) * | 2004-12-27 | 2007-03-15 | Dsm Fine Chem Austria Gmbh | Verfahen zur übergangsmetall - katalysierten asymmetrischen hydrierung von acrylsäurederivaten |
EP1846350A2 (en) * | 2005-01-27 | 2007-10-24 | University of Nottingham | Improved method for the preparation of enantiomerically enriched secondary alcohols by the addition of organoaluminium reagents to carbonyl compounds |
DE102005044355A1 (de) * | 2005-09-16 | 2007-03-22 | Studiengesellschaft Kohle Mbh | Chirale Phosphoramidite |
US20070213540A1 (en) * | 2006-03-09 | 2007-09-13 | Degussa Ag | Process for the hydrogenation of imines |
JP2009046452A (ja) * | 2007-08-22 | 2009-03-05 | Erick M Carreira | ホスホルアミダイト配位子およびそれを用いたアリルアミンの製造方法 |
CN101508702B (zh) * | 2009-03-27 | 2012-07-04 | 中国科学院上海有机化学研究所 | 四氢喹啉和吲哚啉衍生的磷氮配体、合成方法和应用 |
WO2013026773A1 (en) | 2011-08-19 | 2013-02-28 | Dsm Ip Assets B.V. | Synthesis of r-biphenylalaninol |
GB201307049D0 (en) | 2013-04-18 | 2013-05-29 | Isis Innovation | Catalysts and use thereof |
DE102013107421A1 (de) * | 2013-07-12 | 2015-01-15 | Rheinisch-Westfälische Technische Hochschule (Rwth) Aachen | Verfahren zum asymmetrischen Hydrieren von Enolestern |
EP2829546A3 (de) * | 2013-07-23 | 2015-05-06 | Evonik Industries AG | Isomerisierungsarme Hydroformylierung von Ölsäureester-haltigen Gemischen |
SG11201600441QA (en) * | 2013-07-23 | 2016-02-26 | Evonik Degussa Gmbh | Phosphoramidite derivatives in the hydroformylation of unsaturated compounds |
DE102013214378A1 (de) * | 2013-07-23 | 2015-01-29 | Evonik Industries Ag | Phosphoramiditderivate in der Hydroformylierung von olefinhaltigen Gemischen |
WO2015063790A1 (en) | 2013-11-01 | 2015-05-07 | Council Of Scientific And Industrial Research | Catalyst for asymmetric transfer hydrogenation of ketones and imines |
CN105524111B (zh) * | 2016-01-25 | 2017-10-27 | 西北农林科技大学 | 手性亚磷酰胺单齿配体及其合成方法与应用 |
EP3301087A1 (en) | 2016-09-30 | 2018-04-04 | DPx Fine Chemicals Austria GmbH & Co KG | Process for preparing chiral amines |
CN108101785A (zh) * | 2016-11-24 | 2018-06-01 | 中国科学院大连化学物理研究所 | 一种铱催化不对称氢化制备手性β-羟基酯的方法 |
JP7138106B2 (ja) | 2016-12-23 | 2022-09-15 | ノバルティス アーゲー | 初期サクビトリル中間体のための新規な方法 |
KR20200038182A (ko) * | 2018-10-02 | 2020-04-10 | 주식회사 글라세움 | 탄소 이중결합 함유 화합물의 비대칭 수소첨가 반응용 촉매 |
CN111454136A (zh) * | 2019-01-22 | 2020-07-28 | 中国科学院上海高等研究院 | 用于催化偕二取代芳香烯烃的氢甲酰化反应的催化剂及其制备方法和用途 |
US20230001399A1 (en) * | 2019-11-07 | 2023-01-05 | Dsm Ip Assets B.V. | New transition metal catalyst |
CN111333573B (zh) * | 2020-04-10 | 2021-09-28 | 浙江工业大学 | 一种右美沙芬中间体的制备工艺 |
CN111548329B (zh) * | 2020-05-27 | 2022-06-17 | 浙江乐普药业股份有限公司 | 一种布瓦西坦的制备方法 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2116905A5 (fr) * | 1970-12-10 | 1972-07-21 | Inst Francais Du Petrole | Nouveaux coordinats bidentes,leur fabrication et leurs applications |
DE2960925D1 (en) * | 1978-05-18 | 1981-12-17 | Ciba Geigy Ag | Dioxaphosphepines, their preparation and use as stabilisers for organic materials |
US4981995A (en) * | 1987-03-20 | 1991-01-01 | Varadaraj Elango | Method for producing ibuprofen |
AU5777300A (en) * | 1999-06-30 | 2001-01-31 | Penn State Research Foundation, The | Ligands based on chiral 2-amino-2'-hydroxy-1,1'-binaphthyl and related frameworks for asymmetric catalysis |
DE19936473A1 (de) * | 1999-08-03 | 2001-02-08 | Studiengesellschaft Kohle Mbh | Neue chirale Phosphorliganden und ihre Verwendung in der Herstellung optisch aktiver Produkte |
-
2000
- 2000-07-07 NL NL1015655A patent/NL1015655C2/nl not_active IP Right Cessation
-
2001
- 2001-07-06 WO PCT/NL2001/000517 patent/WO2002004466A2/en active IP Right Grant
- 2001-07-06 PT PT01950115T patent/PT1325013E/pt unknown
- 2001-07-06 EP EP01950115A patent/EP1325013B1/en not_active Expired - Lifetime
- 2001-07-06 DE DE60123093T patent/DE60123093T2/de not_active Expired - Lifetime
- 2001-07-06 CN CNA2006100669482A patent/CN1827214A/zh active Pending
- 2001-07-06 HU HU0400519A patent/HU229665B1/hu not_active IP Right Cessation
- 2001-07-06 JP JP2002509330A patent/JP4958374B2/ja not_active Expired - Fee Related
- 2001-07-06 CA CA2414202A patent/CA2414202C/en not_active Expired - Fee Related
- 2001-07-06 CZ CZ20030041A patent/CZ304071B6/cs not_active IP Right Cessation
- 2001-07-06 CN CN200610149973A patent/CN100584460C/zh not_active Expired - Fee Related
- 2001-07-06 US US10/332,403 patent/US6989461B2/en not_active Expired - Fee Related
- 2001-07-06 CN CNB018123910A patent/CN1289515C/zh not_active Expired - Fee Related
- 2001-07-06 AT AT01950115T patent/ATE339430T1/de active
- 2001-07-06 ES ES01950115T patent/ES2271043T3/es not_active Expired - Lifetime
- 2001-07-06 AU AU2001271145A patent/AU2001271145A1/en not_active Abandoned
- 2001-07-06 DK DK01950115T patent/DK1325013T3/da active
-
2006
- 2006-12-12 CY CY20061101784T patent/CY1106288T1/el unknown
Also Published As
Publication number | Publication date |
---|---|
ATE339430T1 (de) | 2006-10-15 |
CN1440416A (zh) | 2003-09-03 |
NL1015655C2 (nl) | 2002-01-08 |
AU2001271145A1 (en) | 2002-01-21 |
ES2271043T3 (es) | 2007-04-16 |
EP1325013B1 (en) | 2006-09-13 |
CZ304071B6 (cs) | 2013-09-25 |
WO2002004466A3 (en) | 2002-03-28 |
PT1325013E (pt) | 2006-12-29 |
CN1974010A (zh) | 2007-06-06 |
CZ200341A3 (cs) | 2003-04-16 |
JP4958374B2 (ja) | 2012-06-20 |
HUP0400519A3 (en) | 2005-10-28 |
EP1325013A2 (en) | 2003-07-09 |
WO2002004466A2 (en) | 2002-01-17 |
CN100584460C (zh) | 2010-01-27 |
CA2414202C (en) | 2010-03-23 |
HU229665B1 (hu) | 2014-04-28 |
DK1325013T3 (da) | 2006-12-04 |
DE60123093T2 (de) | 2007-03-15 |
US20030199713A1 (en) | 2003-10-23 |
JP2004502543A (ja) | 2004-01-29 |
CN1289515C (zh) | 2006-12-13 |
CA2414202A1 (en) | 2002-01-17 |
US6989461B2 (en) | 2006-01-24 |
CY1106288T1 (el) | 2011-10-12 |
DE60123093D1 (de) | 2006-10-26 |
CN1827214A (zh) | 2006-09-06 |
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