Published June 30, 2010
| Version Supplemental Material + Accepted Version
Journal Article
Open
Nonproductive Events in Ring-Closing Metathesis Using Ruthenium Catalysts
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1.
California Institute of Technology
Abstract
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.Attached Files
Accepted Version - nihms211085.pdf
Supplemental Material - ja1029045_si_001.pdf
Files
ja1029045_si_001.pdf
Additional details
Identifiers
- PMCID
- PMC2908527
- Eprint ID
- 19019
- Resolver ID
- CaltechAUTHORS:20100713-092519591
Funding
- NIH
- K99GM084302
- NIH
- 5ROIGM-31332
Dates
- Created
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2010-07-13Created from EPrint's datestamp field
- Updated
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2021-11-08Created from EPrint's last_modified field