Title:
HIGHLY Z-SELECTIVE OLEFINS METATHESIS
Document Type and Number:
Japanese Patent JP2015214571
Kind Code:
A
Abstract:
PROBLEM TO BE SOLVED: To provide catalysts and methods for Z-selective formation of internal olefin(s) from terminal olefin(s) via homo-metathesis reactions.SOLUTION: The present invention relates generally to catalysts and methods for the Z-selective formation of internal olefin(s) from terminal olefin(s) via homo-metathesis reactions. In some embodiments, a method comprises reacting a first molecule comprising a terminal double bond and a second, identical molecule via a homo-metathesis reaction to produce a product comprising an internal double bond, wherein the internal double bond of the product comprises one carbon atom from the terminal double bond of the first molecule and one carbon atom from the terminal double bond of the second carbon atom, and wherein at least about 60% of the internal double bond of the product is formed as the Z-isomer.
Inventors:
RICHARD R SCHROCK
ANNIE J KING
ZHAO YU
MARGARET M FLOOK
AMIR H HOVEYDA
ANNIE J KING
ZHAO YU
MARGARET M FLOOK
AMIR H HOVEYDA
Application Number:
JP2015149591A
Publication Date:
December 03, 2015
Filing Date:
July 29, 2015
Export Citation:
Assignee:
MASSACHUSETTS INST TECHNOLOGY
TRUSTEES BOSTON COLLEGE
TRUSTEES BOSTON COLLEGE
International Classes:
C07F11/00; C07C6/04; C07C11/02; C07C11/04; C07C13/19; C07C15/50; C07C41/30; C07C43/166; C07C67/343; C07C69/593; C07C209/68; C07C211/53; C07C303/40; C07C311/18; C07F5/04; C07F7/08; C07F7/18
Domestic Patent References:
| JP5788392B2 | 2015-09-30 |
Foreign References:
| CN101205242A | 2008-06-25 | |||
| US6215019B1 | 2001-04-10 | |||
| WO2009094201A2 | 2009-07-30 |
Other References:
JIANG, ANNIE J. ET AL, J.AM.CHEM.SOC., vol. 131, no. 22, JPN6014030575, 12 May 2009 (2009-05-12), pages 7770 - 7780, ISSN: 0003400147
HERRMANN: "METHYLTRIOXORHENIUM ALS KATALYSATOR FUER DIE OLEFIN-METATHESE", ANGEWANDTE CHEMIE, vol. V103, JPN5012017314, 1991, pages 1704 - 1706, ISSN: 0003400154
MARINESCU, SMARANDA C. ET AL, J. AM. CHEM. SOC., vol. 131, no. 1, JPN6014030581, 2009, pages 58 - 59, ISSN: 0003400155
CROWE W. E. ET AL, J. AM. CHEM. SOC., vol. 117, JPN6014030582, 1995, pages 5162 - 5163, ISSN: 0003400156
JIANG: "HIGHLY Z-SELECTIVE METATHESIS HOMOCOUPLING OF TERMINAL OLEFINS", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. V131, JPN5012017316, 30 October 2009 (2009-10-30), pages 16630 - 16631, ISSN: 0003400157
FLOOK, MARGARET M. ET AL, J.AM.CHEM.SOC., vol. 131, no. 23, JPN6014030576, 22 May 2009 (2009-05-22), pages 7962 - 7963, ISSN: 0003400148
MARINESCU, SMARANDA C. ET AL, J.AM.CHEM.SOC., vol. 131, no. 31, JPN6014030579, 20 July 2009 (2009-07-20), pages 10840 - 10841, ISSN: 0003400149
IBRAHEM: "HIGHLY Z- AND ENANTIOSELECTIVE RING-OPENING/CROSS-METATHESIS REACTIONS CATALYZED BY STEREOGENIC-AT-M", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. V131, JPN5012017315, 27 February 2009 (2009-02-27), pages 3844 - 3845, ISSN: 0003400150
LEE, YEON-JU ET AL, J.AM.CHEM.SOC., vol. 131, no. 30, JPN6014030577, 2009, pages 10652 - 10661, ISSN: 0003400151
MALCOLMSON, S. J. ET AL, NATURE, vol. 456, no. 7224, JPN6014030578, 2008, pages 933 - 937, ISSN: 0003400152
日本化学会, 第５版 実験化学講座 １３ 有機化合物の合成Ｉ —炭化水素・ハロゲン化物—, JPN6014030580, 2004, pages 169 - 173, ISSN: 0003400153
HERRMANN: "METHYLTRIOXORHENIUM ALS KATALYSATOR FUER DIE OLEFIN-METATHESE", ANGEWANDTE CHEMIE, vol. V103, JPN5012017314, 1991, pages 1704 - 1706, ISSN: 0003400154
MARINESCU, SMARANDA C. ET AL, J. AM. CHEM. SOC., vol. 131, no. 1, JPN6014030581, 2009, pages 58 - 59, ISSN: 0003400155
CROWE W. E. ET AL, J. AM. CHEM. SOC., vol. 117, JPN6014030582, 1995, pages 5162 - 5163, ISSN: 0003400156
JIANG: "HIGHLY Z-SELECTIVE METATHESIS HOMOCOUPLING OF TERMINAL OLEFINS", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. V131, JPN5012017316, 30 October 2009 (2009-10-30), pages 16630 - 16631, ISSN: 0003400157
FLOOK, MARGARET M. ET AL, J.AM.CHEM.SOC., vol. 131, no. 23, JPN6014030576, 22 May 2009 (2009-05-22), pages 7962 - 7963, ISSN: 0003400148
MARINESCU, SMARANDA C. ET AL, J.AM.CHEM.SOC., vol. 131, no. 31, JPN6014030579, 20 July 2009 (2009-07-20), pages 10840 - 10841, ISSN: 0003400149
IBRAHEM: "HIGHLY Z- AND ENANTIOSELECTIVE RING-OPENING/CROSS-METATHESIS REACTIONS CATALYZED BY STEREOGENIC-AT-M", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. V131, JPN5012017315, 27 February 2009 (2009-02-27), pages 3844 - 3845, ISSN: 0003400150
LEE, YEON-JU ET AL, J.AM.CHEM.SOC., vol. 131, no. 30, JPN6014030577, 2009, pages 10652 - 10661, ISSN: 0003400151
MALCOLMSON, S. J. ET AL, NATURE, vol. 456, no. 7224, JPN6014030578, 2008, pages 933 - 937, ISSN: 0003400152
日本化学会, 第５版 実験化学講座 １３ 有機化合物の合成Ｉ —炭化水素・ハロゲン化物—, JPN6014030580, 2004, pages 169 - 173, ISSN: 0003400153
Attorney, Agent or Firm:
Hidesaku Yamamoto
Natsuki Morishita
Natsuki Morishita