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Asymmetric cyclic alkyl amino carbene (CAAC) ruthenium complexes as improved catalysts for ethenolysis

Marx, Vanessa M. and Melaimi, Mohand and Grubbs, Robert H. and Bertrand, Guy (2013) Asymmetric cyclic alkyl amino carbene (CAAC) ruthenium complexes as improved catalysts for ethenolysis. In: 245th ACS National Meeting & Exposition, Abstracts of Papers, April 7-11, 2013, New Orleans, LA. https://resolver.caltech.edu/CaltechAUTHORS:20130716-130219772

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Abstract

Ethenolysis, the cross metathesis reaction of an internal olefin with ethylene to generate two terminal olefin products, has long been proposed as a method for the rapid prodn. of commodity, value-added products from inexpensive, readily-available seed oil derivs. For application to commodity chems., the TON should be at least 50,000. Prior to this report, such a catalyst system had yet to be developed. Herein, we disclose ruthenium complexes of cyclic alkyl amino carbene (CAAC) ligands bearing asym. ortho substitution on the N-aryl ring, as potentially viable catalyst systems for ethenolysis reactions on an industrial scale. In the ethenolysis of Me oleate, these catalyst systems exhibit TONs > 100,000 and >90% selectivity for terminal olefins, at a loading of 3 ppm. Mechanistic investigations probing this remarkable activity are ongoing, and will also be presented in detail.


Item Type:Conference or Workshop Item (Paper)
Related URLs:
URLURL TypeDescription
http://presentations.acs.org/common/tracks.aspx/Spring2013OrganizationConference website
ORCID:
AuthorORCID
Grubbs, Robert H.0000-0002-0057-7817
Additional Information:© 2013 American Chemical Society.
Record Number:CaltechAUTHORS:20130716-130219772
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20130716-130219772
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:39392
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:12 Aug 2013 22:52
Last Modified:03 Oct 2019 05:06

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