Nickel-Catalyzed Heck-Type Reactions of Benzyl Chlorides and Simple Olefins
Author(s)Matsubara, Ryosuke; Gutierrez, Alicia C.; Jamison, Timothy F.
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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.
DepartmentMassachusetts Institute of Technology. Department of Chemistry
Journal of the American Chemical Society
American Chemical Society (ACS)
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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