Stewart, Ian C. and Keitz, Benjamin K. and Kuhn, Kevin M. and Thomas, Renee M. and Grubbs, Robert H. (2010) Nonproductive Events in Ring-Closing Metathesis Using Ruthenium Catalysts. Journal of the American Chemical Society, 132 (25). pp. 8534-8535. ISSN 0002-7863 http://resolver.caltech.edu/CaltechAUTHORS:20100713-092519591
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The relative TONs of productive and nonproductive metathesis reactions of diethyl diallylmalonate are compared for eight different ruthenium-based catalysts. Nonproductive cross metathesis is proposed to involve a chain-carrying ruthenium methylidene. A second more-challenging substrate (dimethyl allylmethylallylmalonate) that forms a trisubstituted olefin product is used to further delineate the effect of catalyst structure on the relative efficiencies of these processes. A steric model is proposed to explain the observed trends.
|Additional Information:||© 2010 American Chemical Society. Received April 6, 2010. Publication Date (Web): June 2, 2010. The NIH (K99GM084302 to I.C.S., 5RO1GM- 31332 to R.H.G.) for generous financial support, Hosea Nelson and Brian M. Stoltz (Caltech) for assistance with and use of their TOF-MS instrument, and Scott Virgil (Caltech Center for Catalysis and Chemical Synthesis) for assistance with automation and analytical equipment. Supporting Information Available: Experimental procedures and details of quantitative analysis. This material is available free of charge via the Internet at http://pubs.acs.org.|
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|Deposited By:||Tony Diaz|
|Deposited On:||13 Jul 2010 20:43|
|Last Modified:||26 Dec 2012 12:13|
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