Regiodivergent and Stereoselective Hydrosilylation of 1,3‐Disubstituted Allenes |
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| Authors: | Zachary D Miller Ruth Dorel Prof John Montgomery |
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| Institution: | Department of Chemistry, University of Michigan, 930 N. University Ave, Ann Arbor, MI 48109‐1055 (USA) http://www.umich.edu/～jmgroup |
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| Abstract: | Methods for the highly stereoselective and regiodivergent hydrosilylation of 1,3‐disubstituted allenes have been developed. The synthesis of E allylsilanes is accomplished with palladium NHC catalysts, and trisubstituted Z alkenylsilanes are accessed with nickel NHC catalysts. Unsymmetrically substituted allenes are well tolerated with nickel catalysis and afford Z alkenylsilanes. Evidence for a plausible mechanism was obtained through an isotopic double‐labeling crossover study. |
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| Keywords: | hydrosilylation regioselectivity silanes stereoselectivity transition‐metal catalysis |
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