Nickel-Catalyzed Heck-Type Reactions of Benzyl Chlorides and Simple Olefins
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ACG TFJ Org Lett 2011.pdf
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Author(s)
Matsubara, Ryosuke
Gutierrez, Alicia C.
Jamison, Timothy F.
Date Issued
November 2011
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society (ACS)
Citation
Matsubara, Ryosuke, Alicia C. Gutierrez, and Timothy F. Jamison. “Nickel-Catalyzed Heck-Type Reactions of Benzyl Chlorides and Simple Olefins.” Journal of the American Chemical Society 133.47 (2011): 19020–19023.
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Author's final manuscript
Abstract
Nickel-catalyzed intermolecular benzylation and heterobenzylation of unactivated alkenes to provide functionalized allylbenzene derivatives are described. A wide range of both the benzyl chloride and alkene coupling partners are tolerated. In contrast to analogous palladium-catalyzed variants of this process, all reactions described herein employ electronically unbiased aliphatic olefins (including ethylene), proceed at room temperature, and provide 1,1-disubstituted olefins over the more commonly observed 1,2-disubstituted olefins with very high selectivity.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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DOI of Published Version
https://doi.org/10.1021/ja209235d
