EP2498908A4 - METATHESIS CATALYSTS AND METHODS OF USE - Google Patents
METATHESIS CATALYSTS AND METHODS OF USEInfo
- Publication number
- EP2498908A4 EP2498908A4 EP10829029.7A EP10829029A EP2498908A4 EP 2498908 A4 EP2498908 A4 EP 2498908A4 EP 10829029 A EP10829029 A EP 10829029A EP 2498908 A4 EP2498908 A4 EP 2498908A4
- Authority
- EP
- European Patent Office
- Prior art keywords
- processes
- metathesis catalysts
- metathesis
- catalysts
- 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.)
- Withdrawn
Links
- 239000003054 catalyst Substances 0.000 title 1
- 238000005649 metathesis reaction Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 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
- C07F15/0046—Ruthenium 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
- B01J31/22—Organic complexes
- B01J31/2204—Organic complexes the ligands containing oxygen or sulfur as complexing atoms
- B01J31/2208—Oxygen, e.g. acetylacetonates
-
- 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
- B01J31/2265—Carbenes or carbynes, i.e.(image)
- B01J31/2269—Heterocyclic carbenes
- B01J31/2273—Heterocyclic carbenes with only nitrogen as heteroatomic ring members, e.g. 1,3-diarylimidazoline-2-ylidenes
-
- 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
- B01J31/2265—Carbenes or carbynes, i.e.(image)
- B01J31/2278—Complexes comprising two carbene ligands differing from each other, e.g. Grubbs second generation catalysts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C6/00—Preparation of hydrocarbons from hydrocarbons containing a different number of carbon atoms by redistribution reactions
- C07C6/02—Metathesis reactions at an unsaturated carbon-to-carbon bond
- C07C6/04—Metathesis reactions at an unsaturated carbon-to-carbon bond at a carbon-to-carbon double bond
-
- 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
- C07F15/002—Osmium 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
- B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
- B01J2231/50—Redistribution or isomerisation reactions of C-C, C=C or C-C triple bonds
- B01J2231/54—Metathesis reactions, e.g. olefin metathesis
- B01J2231/543—Metathesis reactions, e.g. olefin metathesis alkene metathesis
-
- 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
-
- 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
- B01J2531/825—Osmium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/16—Catalysts comprising hydrides, coordination complexes or organic compounds containing coordination complexes
- C07C2531/22—Organic complexes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US25925109P | 2009-11-09 | 2009-11-09 | |
US12/705,136 US8237003B2 (en) | 2009-11-09 | 2010-02-12 | Metathesis catalyst and process for use thereof |
US31438810P | 2010-03-16 | 2010-03-16 | |
PCT/US2010/055302 WO2011056874A2 (en) | 2009-11-09 | 2010-11-03 | Metathesis catalysts and processes for use thereof |
Publications (2)
Publication Number | Publication Date |
---|---|
EP2498908A2 EP2498908A2 (en) | 2012-09-19 |
EP2498908A4 true EP2498908A4 (en) | 2013-08-14 |
Family
ID=46208932
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP10829029.7A Withdrawn EP2498908A4 (en) | 2009-11-09 | 2010-11-03 | METATHESIS CATALYSTS AND METHODS OF USE |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP2498908A4 (pt) |
BR (1) | BR112012010894A2 (pt) |
WO (1) | WO2011056874A2 (pt) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9024034B2 (en) | 2009-11-09 | 2015-05-05 | Exxonmobil Chemical Patents Inc. | Metathesis catalysts and processes for use thereof |
FR2983475B1 (fr) | 2011-12-02 | 2014-01-17 | IFP Energies Nouvelles | Procede de metathese d'olefines lineaires alpha utilisant un complexe du ruthenium comportant un carbene n-heterocyclique dissymetrique |
HUE028176T2 (en) | 2012-06-29 | 2016-12-28 | Apeiron Synthesis Sa | Metal complexes, their use, and methods for performing metathesis reactions |
GB2522640B (en) * | 2014-01-30 | 2018-04-25 | Univ Court Univ St Andrews | Method of alkene metathesis |
CN112898160B (zh) * | 2021-01-25 | 2021-09-24 | 南京工业大学 | 一种植物油多元醇与制备方法及其在聚氨酯材料中的应用 |
CN112779100B (zh) * | 2021-01-25 | 2023-04-25 | 南京工业大学 | 一种去除悬吊链的植物油多元醇及其制备方法与应用 |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2000071554A2 (en) * | 1999-05-24 | 2000-11-30 | California Institute Of Technology | Imidazolidine-based metal carbene metathesis catalysts |
WO2003097234A1 (en) * | 2002-05-15 | 2003-11-27 | The Trustees Of Boston College | Recyclable chiral metathesis catalysts |
US20060287450A1 (en) * | 2003-08-11 | 2006-12-21 | Katrin Kohler | Immobilizable ruthenium catalysts having n-heterocyclic carbene ligands |
US20080027194A1 (en) * | 2006-07-13 | 2008-01-31 | Yann Schrodi | Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis |
WO2009009597A1 (en) * | 2007-07-09 | 2009-01-15 | The Regents Of The University Of California | Water soluble olefin metathesis |
WO2009126831A1 (en) * | 2008-04-09 | 2009-10-15 | Materia, Inc. | Ruthenium olefin metathesis catalysts bearing n-heterocyclic carbene ligands with substituted backbone |
EP2151446A1 (en) * | 2008-08-01 | 2010-02-10 | Telene SAS | Process for the preparation of bidentate schiff base ruthenium catalysts containing a salicylaldimine-type ligand |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6900347B2 (en) * | 1998-09-01 | 2005-05-31 | Tilliechem, Inc. | Impurity inhibition in olefin metathesis reactions |
CN1802341A (zh) * | 2003-01-13 | 2006-07-12 | 卡吉尔公司 | 制备工业化学品的方法 |
WO2007081987A2 (en) * | 2006-01-10 | 2007-07-19 | Elevance Renewable Sciences, Inc. | Method of making hydrogenated metathesis products |
CN101563315B (zh) * | 2006-07-12 | 2013-08-14 | 埃莱文斯可更新科学公司 | 环烯烃与种子油等的开环交叉复分解反应 |
WO2008048520A2 (en) * | 2006-10-13 | 2008-04-24 | Elevance Renewable Sciences, Inc. | Methods of making organic compounds by metathesis and hydrocyanation |
-
2010
- 2010-11-03 BR BR112012010894-8A patent/BR112012010894A2/pt not_active Application Discontinuation
- 2010-11-03 WO PCT/US2010/055302 patent/WO2011056874A2/en active Application Filing
- 2010-11-03 EP EP10829029.7A patent/EP2498908A4/en not_active Withdrawn
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2000071554A2 (en) * | 1999-05-24 | 2000-11-30 | California Institute Of Technology | Imidazolidine-based metal carbene metathesis catalysts |
WO2003097234A1 (en) * | 2002-05-15 | 2003-11-27 | The Trustees Of Boston College | Recyclable chiral metathesis catalysts |
US20060287450A1 (en) * | 2003-08-11 | 2006-12-21 | Katrin Kohler | Immobilizable ruthenium catalysts having n-heterocyclic carbene ligands |
US20080027194A1 (en) * | 2006-07-13 | 2008-01-31 | Yann Schrodi | Synthesis of terminal alkenes from internal alkenes and ethylene via olefin metathesis |
WO2009009597A1 (en) * | 2007-07-09 | 2009-01-15 | The Regents Of The University Of California | Water soluble olefin metathesis |
WO2009126831A1 (en) * | 2008-04-09 | 2009-10-15 | Materia, Inc. | Ruthenium olefin metathesis catalysts bearing n-heterocyclic carbene ligands with substituted backbone |
EP2151446A1 (en) * | 2008-08-01 | 2010-02-10 | Telene SAS | Process for the preparation of bidentate schiff base ruthenium catalysts containing a salicylaldimine-type ligand |
Non-Patent Citations (18)
Title |
---|
ALLEN DARYL P ET AL: "Well-defined silica-supported olefin metathesis catalysts", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 11, no. 6, 19 March 2009 (2009-03-19), pages 1261 - 1264, XP009142583, ISSN: 1523-7060, [retrieved on 20090224], DOI: 10.1021/OL9000153 * |
BLUM A P ET AL: "Synthesis of N-heterocylic carbene-containing metal complexes from 2-(pentafluorophenyl)imidazolidines", ORGANOMETALLICS, ACS, WASHINGTON, DC, US, vol. 26, no. 8, 9 April 2007 (2007-04-09), pages 2122 - 2124, XP009142588, ISSN: 0276-7333, [retrieved on 20070306], DOI: 10.1021/OM060949F * |
BURDETT K A ET AL: "Renewable monomer feedstocks via olefin metathesis: Fundamental mechanistic studies of methyl oleate ethenolysis with the first-generation grubbs catalyst", ORGANOMETALLICS, ACS, WASHINGTON, DC, US, vol. 23, no. 9, 26 April 2004 (2004-04-26), pages 2027 - 2047, XP009142547, ISSN: 0276-7333, [retrieved on 20040326], DOI: 10.1021/OM0341799 * |
CHUNG CHEOL K ET AL: "Olefin metathesis catalyst: stabilization effect of backbone substitutions of N-heterocyclic carbene", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 10, no. 13, 3 July 2008 (2008-07-03), pages 2693 - 2696, XP009142582, ISSN: 1523-7060, [retrieved on 20080530], DOI: 10.1021/OL800824H * |
DINGER M B ET AL: "Adamantyl-Substituted N-Heterocyclic Carbene Ligands in Second-Generation Grubbs-Type Metathesis Catalysts", ORGANOMETALLICS, ACS, WASHINGTON, DC, US, vol. 22, no. 25, 8 December 2003 (2003-12-08), pages 5291 - 5296, XP009142587, ISSN: 0276-7333, [retrieved on 20031111], DOI: 10.1021/OM034062K * |
KUMAR P SANTHOSH ET AL: "Factors Relevant for the Regioselective Cyclopolymerization of 1,6-Heptadiynes, N,N-Dipropargylamines, N,N-Dipropargylammonium Salts, and Dipropargyl Ethers by RuIV-Alkylidene-Based Metathesis Initiators", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, ACS PUBLICATIONS, US, vol. 131, no. 1, 14 January 2009 (2009-01-14), pages 387 - 395, XP009142603, ISSN: 0002-7863, [retrieved on 20081212], DOI: 10.1021/JA804563T * |
LEDOUX N ET AL: "N,N'-dialkyl- and N-aIkyl-N-mesityl-substituted N-heterocyclic carbenes as ligands in Grubbs catalysts", CHEMISTRY - A EUROPEAN JOURNAL, WILEY - V C H VERLAG GMBH & CO. KGAA, WEINHEIM, DE, vol. 12, no. 17, 2 June 2006 (2006-06-02), pages 4654 - 4661, XP009142586, ISSN: 0947-6539, [retrieved on 20060315], DOI: 10.1002/CHEM.200600064 * |
LEDOUX NELE ET AL: "Comparative investigation of Hoveyda-Grubbs catalysts bearing modified N-heterocyclic carbene ligands", ADVANCED SYNTHESIS & CATALYSIS, WILEY VCH VERLAG, WEINHEIM, DE, vol. 349, no. 10, 2 July 2007 (2007-07-02), pages 1692 - 1700, XP009142602, ISSN: 1615-4150, [retrieved on 20070717], DOI: 10.1002/ADSC.200700042 * |
LEUTHÄUBER STEFFEN ET AL: "pi-Face donor properties of N-heterocyclic carbenes in Grubbs II complexes", CHEMISTRY - A EUROPEAN JOURNAL, WILEY - V C H VERLAG GMBH & CO. KGAA, WEINHEIM, DE, vol. 14, no. 18, 20 June 2008 (2008-06-20), pages 5465 - 5481, XP009142581, ISSN: 0947-6539, [retrieved on 20080506], DOI: 10.1002/CHEM.200800139 * |
LICHTENHELDT M ET AL: "Alternating ring-opening metathesis copolymerization by grubbs-type initiators with unsymmetrical N-heterocyclic carbenes", CHEMISTRY - A EUROPEAN JOURNAL, WILEY - V C H VERLAG GMBH & CO. KGAA, WEINHEIM, DE, vol. 15, no. 37, 21 September 2009 (2009-09-21), pages 9451 - 9457, XP009142590, ISSN: 0947-6539, [retrieved on 20090807], DOI: 10.1002/CHEM.200900384 * |
SÜSSNER MARCUS ET AL: "pi-Face donor properties of N-heterocyclic carbenes", CHEMICAL COMMUNICATIONS - CHEMCOM; [6015D], ROYAL SOCIETY OF CHEMISTRY, GB, no. 43, 21 November 2005 (2005-11-21), pages 5417 - 5419, XP009142579, ISSN: 1359-7345, DOI: 10.1039/B512008J * |
TIEDE S ET AL: "Highly active chiral ruthenium-based metathesis catalysts through a monosubstitution in the N-heterocyclic carbene", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, WILEY VCH VERLAG, WEINHEIM, vol. 49, no. 23, 25 May 2010 (2010-05-25), pages 3972 - 3975, XP009142594, ISSN: 1433-7851, [retrieved on 20100505], DOI: 10.1002/ANIE.201000940 * |
VEHLOW K ET AL: "Alternating copolymerizations using a grubbs-type initiator with an unsymmetrical, chiral n-heterocyclic carbene ligand", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, WILEY VCH VERLAG, WEINHEIM, vol. 47, no. 14, 25 March 2008 (2008-03-25), pages 2615 - 2618, XP009142593, ISSN: 1433-7851, [retrieved on 20080215], DOI: 10.1002/ANIE.200704822 * |
VEHLOW K ET AL: "Deactivation of ruthenium olefin metathesis catalysts through intramolecular carbene-arene bond formation", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, WILEY VCH VERLAG, WEINHEIM, vol. 46, no. 42, 22 October 2007 (2007-10-22), pages 8082 - 8085, XP009142592, ISSN: 1433-7851, [retrieved on 20070913], DOI: 10.1002/ANIE.200702560 * |
VEHLOW K ET AL: "Ruthenium metathesis catalysts with saturated unsymmetrical N-heterocyclic carbene ligands", ORGANOMETALLICS, ACS, WASHINGTON, DC, US, vol. 25, no. 1, 2 January 2006 (2006-01-02), pages 25 - 28, XP009142546, ISSN: 0276-7333, [retrieved on 20051125], DOI: 10.1021/OM0508233 * |
VOUGIOUKALAKIS G C ET AL: "Ruthenium olefin metathesis catalysts bearing an N-fluorophenyl-N-mesityl- substituted unsymmetrical N-heterocyclic carbene", ORGANOMETALLICS, ACS, WASHINGTON, DC, US, vol. 26, no. 9, 23 April 2007 (2007-04-23), pages 2469 - 2472, XP009142589, ISSN: 0276-7333, [retrieved on 20070329], DOI: 10.1021/OM0610593 * |
VOUGIOUKALAKIS G C ET AL: "Ruthenium-based olefin metathesis catalysts coordinated with unsymmetrical N-heterocyclic carbene ligands: Synthesis, structure, and catalytic activity", CHEMISTRY - A EUROPEAN JOURNAL, WILEY - V C H VERLAG GMBH & CO. KGAA, WEINHEIM, DE, vol. 14, no. 25, 28 August 2008 (2008-08-28), pages 7545 - 7556, XP009142591, ISSN: 0947-6539, [retrieved on 20080721], DOI: 10.1002/CHEM.200800470 * |
XU GUOPIN ET AL: "Development of building blocks for the synthesis of N-heterocyclic carbene ligands", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 7, no. 21, 13 October 2005 (2005-10-13), pages 4605 - 4608, XP009142580, ISSN: 1523-7060, [retrieved on 20050917], DOI: 10.1021/OL0516521 * |
Also Published As
Publication number | Publication date |
---|---|
WO2011056874A3 (en) | 2011-10-06 |
BR112012010894A2 (pt) | 2020-12-15 |
EP2498908A2 (en) | 2012-09-19 |
WO2011056874A2 (en) | 2011-05-12 |
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RIN1 | Information on inventor provided before grant (corrected) |
Inventor name: FALER, CATHERINE, A. Inventor name: GANESH, RENUKA N. Inventor name: HAGADORN, JOHN, R. Inventor name: HUFF, CAOL, P. Inventor name: HOLTCAMP, MATTHEW, W. Inventor name: BEDOYA, MATTHEW, S. |
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