The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Jul. 18, 2017

Filed:

Jan. 09, 2015
Applicant:

San Diego State University Research Foundation, San Diego, CA (US);

Inventors:

Douglas Grotjahn, San Diego, CA (US);

Casey Larsen, Bolingbrook, IL (US);

Gulin Erdogan, La Mesa, CA (US);

Erik Paulson, San Diego, CA (US);

Assignee:
Attorneys:
Primary Examiner:
Int. Cl.
CPC ...
C07F 15/00 (2006.01); C07C 29/56 (2006.01); C07F 7/18 (2006.01); C07F 9/6506 (2006.01); C07C 5/25 (2006.01); B01J 31/18 (2006.01); B01J 31/22 (2006.01);
U.S. Cl.
CPC ...
C07C 29/56 (2013.01); B01J 31/189 (2013.01); B01J 31/2295 (2013.01); C07C 5/2593 (2013.01); C07F 7/1852 (2013.01); C07F 7/1892 (2013.01); C07F 9/65066 (2013.01); C07F 15/0046 (2013.01); B01J 2231/50 (2013.01); B01J 2531/821 (2013.01);
Abstract

The invention provides novel catalysts and methods of using catalysts for controlling the position of a double bond and cis/trans-selectivity in isomerization of terminal alkenes to their 2-isomers. Catalysts such as (pentamethylcyclopentadienyl)Ru formulas 1 and 3 having a bifunctional phosphine can be used in the methods. A catalyst loading of 1 mol % of formulas 1+3 can be employed for the production of (E)-2-alkenes at 40-70° C.; lower temperatures can be used with higher catalyst loading. Acetonitrile-free catalysts can be used at lower loadings, room temperature, and in less than a day to accomplish the same results as catalysts 1+3. The novel catalyst systems minimize thermodynamic equilibration of alkene isomers, so that the trans-2-alkenes of both non-functionalized and functionalized alkenes can be generated.


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