Jennifer C Love

US Patent:

6818586, Nov 16, 2004

Filed:

Jun 14, 2002

Appl. No.:

10/172765

Inventors:

Robert H. Grubbs - South Pasadena CA
Melanie S. Sanford - Pasadena CA
Jason L. Moore - Huntsville TX
Jennifer A. Love - Pasadena CA
Tina M. Trnka - Pasadena CA

Assignee:

Cymetech, LLP - Huntsville TX
California Institute of Technology - Pasadena CA

International Classification:

B01J 3100

US Classification:

502155, 502167, 556 14, 556 21, 556 22, 556136, 556137, 526172, 546 2, 546 10, 546 12, 544225, 548101, 548105, 548106

Abstract:

The present invention relates to novel hexacoordinated metathesis catalysts and to methods for making and using the same. The inventive catalysts are of the formula wherein: M is ruthenium or osmium; X and X are the same or different and are each independently an anionic ligand; L, L and L are the same or different and are each independently a neutral electron donor ligand; and, R and R are each independently hydrogen or a substituent selected from the group consisting of C -C alkyl, C -C alkenyl, C -C alkynyl, aryl, C -C carboxylate, C -C alkoxy, C -C alkenyloxy, C -C alkynyloxy, aryloxy, C -C alkoxycarbonyl, C -C alkylthio, C -C alkylsulfonyl and C -C alkylsulfinyl and silyl. Optionally, each of the R or R substituent group may be substituted with one or more moieties selected from the group consisting of C -C alkyl, C -C alkoxy, and aryl which in turn may each be further substituted with one or more groups selected from a halogen, a C -C alkyl, C -C alkoxy, and phenyl. Moreover, any of the catalyst ligands may further include one or more functional groups. Examples of suitable functional groups include but are not limited to: hydroxyl, thiol, thioether, ketone, aldehyde, ester, ether, amine, imine, amide, nitro, carboxylic acid, disulfide, carbonate, isocyanate, carbodiimide, carboalkoxy, carbamate, halogen, alcohol, sulfonic acid, phosphine, imide, acetal, ketal, boronate, cyano, cyanohydrin, hydrazine, enamine, sulfone, sulfide, and sulfenyl.

US Patent:

20020177710, Nov 28, 2002

Filed:

Dec 14, 2001

Appl. No.:

10/017489

Inventors:

Robert Grubbs - South Pasadena CA, US
Jennifer Love - Pasadena CA, US
Melanie Sanford - Plainsboro NJ, US
Tina Trnka - Pasadena CA, US
Jason Moore - Huntsville TX, US

Assignee:

California Institute Technology; Cymetech, LLC

International Classification:

C07F015/00

US Classification:

546/002000, 548/101000

Abstract:

The present invention relates to novel hexacoordinated metathesis catalysts and to methods for making and using the same. The inventive catalysts are of the formula wherein: M is ruthenium or osmium; X and Xare the same or different and are each independently an anionic ligand; L, L and Lare the same or different and are each independently a neutral electron donor ligand, wherein at least one L, L and Lis an N-heterocyclic carbene ligand; and, R and Rare each independently hydrogen or a substituent selected from the group consisting of C-Calkyl, C-Calkenyl, C-Calkynyl, aryl, C-Ccarboxylate, C-Calkoxy, C-Calkenyloxy, C-Calkynyloxy, aryloxy, C-Calkoxycarbonyl, C-Calkylthio, C-Calkylsulfonyl and C-Calkylsulfinyl. Optionally, each of the R or Rsubstituent group may be substituted with one or more moieties selected from the group consisting of C-Calkyl, C-Calkoxy, and aryl which in turn may each be further substituted with one or more groups selected from a halogen, a C-Calkyl, C-Calkoxy, and phenyl. Moreover, any of the catalyst ligands may further include one or more functional groups. Examples of suitable functional groups include but are not limited to: hydroxyl, thiol, thioether, ketone, aldehyde, ester, ether, amine, imine, amide, nitro, carboxylic acid, disulfide, carbonate, isocyanate, carbodiimide, carboalkoxy, carbamate, and halogen.

US Patent:

20030100776, May 29, 2003

Filed:

Apr 1, 2002

Appl. No.:

10/114418

Inventors:

Robert Grubbs - South Pasadena CA, US
Arnab Chatterjee - Pasadena CA, US
Steven Goldberg - Pasadena CA, US
Jennifer Love - Pasadena CA, US
John Morgan - Pasadena CA, US
Daniel Sanders - Pasadena CA, US
Matthias Scholl - Cambridge MA, US
F. Toste - Pasadena CA, US
Tina Trnka - Pasadena CA, US

International Classification:

C07F007/30
C07F007/22
C07F005/02
C07F009/02

US Classification:

549/513000, 556/087000, 556/465000, 558/207000, 558/357000, 568/001000, 568/028000, 564/463000

Abstract:

The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products. The methodology of the invention is also useful in facilitating the stereoselective synthesis of 1,2-disubstituted olefins in the cis configuration.

US Patent:

20070155975, Jul 5, 2007

Filed:

Nov 13, 2006

Appl. No.:

11/559399

Inventors:

Robert Grubbs - South Pasadena CA, US
Arnab Chatterjee - Pasadena CA, US
Steven Godberg - Pasadena CA, US
Jennifer Love - Pasadena CA, US
John Morgan - Pasadena CA, US
Daniel Sanders - Pasadena CA, US
Matthias Scholl - Cambridge MA, US
F. Toste - Pasadena CA, US
Tina Trnka - Pasadena CA, US

Assignee:

California Institute of Technology - Pasadena CA

International Classification:

C07F 9/02
C07F 5/02
C07F 7/00
C07C 31/34
C07C 205/02
C07C 319/02

US Classification:

556081000, 556466000, 568001000, 568061000, 568841000, 568943000, 568009000, 564086000, 564123000

Abstract:

The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products. The methodology of the invention is also useful in facilitating the stereoselective synthesis of 1,2-disubstituted olefins in the cis configuration.

US Patent:

20140288319, Sep 25, 2014

Filed:

Oct 16, 2013

Appl. No.:

14/055442

Inventors:

- Pasadena CA, US
Arnab K. CHATTERJEE - Pasadena CA, US
Steven D. GOLDBERG - Pasadena CA, US
Jennifer A. LOVE - Pasadena CA, US
John P. MORGAN - Pasadena CA, US
Daniel P. SANDERS - Pasadena CA, US
Matthias SCHOLL - Cambridge MA, US
F. Dean TOSTE - Pasadena CA, US
Tina M. TRNKA - Pasadena CA, US

Assignee:

California Institute Of Technology - Pasadena CA

International Classification:

C07F 9/40
C07F 7/18
C07D 317/20
C07C 29/46
C07C 67/297
C07C 41/14

US Classification:

549453, 560254, 558 87, 568654, 568812, 556449

Abstract:

The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions. In particular, ruthenium and osmium alkylidene complexes substituted with an N-heterocyclic carbene ligand are used to catalyze cross-metathesis reactions to provide a variety of substituted and functionalized olefins, including phosphonate-substituted olefins, directly halogenated olefins, 1,1,2-trisubstituted olefins, and quaternary allylic olefins. The invention further provides a method for creating functional diversity using the aforementioned complexes to catalyze cross-metathesis reactions of a first olefinic reactant, which may or may not be substituted with a functional group, with each of a plurality of different olefinic reactants, which may or may not be substituted with functional groups, to give a plurality of structurally distinct olefinic products. The methodology of the invention is also useful in facilitating the stereoselective synthesis of 1,2-disubstituted olefins in the cis configuration.