Published February 7, 2008
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Journal Article
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Increased Efficiency in Cross-Metathesis Reactions of Sterically Hindered Olefins
Abstract
Efficiency in olefin cross-metathesis reactions is affected upon reducing the steric bulk of N-heterocyclic carbene ligands of ruthenium-based catalysts. For the formation of disubstituted olefins containing one or more allylic substituents, the catalyst bearing N-tolyl groups is more efficient than the corresponding N-mesityl catalyst. In contrast, the formation of trisubstituted olefins is more efficient using the N-mesityl-containing catalyst. A hypothesis to explain this dichotomy is described.
Additional Information
© 2008 American Chemical Society. Received 29 October 2007. Published online 5 January 2008. Published in print 1 February 2008. The authors thank the NIH (postdoctoral fellowships to I.C.S. and C.J.D. and Grant 5RO1GM-31332 to R.H.G.), Dr. Patricio Romero (Caltech) for helpful discussions, and Materia Inc. for their generous donation of catalysts used in these studies.Attached Files
Supplemental Material - ol702624n-file001.pdf
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Additional details
- Eprint ID
- 76957
- DOI
- 10.1021/ol702624n
- Resolver ID
- CaltechAUTHORS:20170426-141708843
- 5RO1GM-31332
- NIH
- NIH Postdoctoral Fellowship
- Created
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2017-04-26Created from EPrint's datestamp field
- Updated
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2021-11-15Created from EPrint's last_modified field