Ni-catalyzed hydroboration and hydrosilylation of olefins with diboron and silylborane |
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Authors: | Toshiyuki Kamei Sohshi Nishino Toyoshi Shimada |
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Affiliation: | Department of Chemical Engineering, National Institute of Technology, Nara College, 22 Yata-cho, Yamatokoriyama, Nara 639-1080, Japan |
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Abstract: | Herein we report a Ni-catalyzed formal hydroboration of olefins, which afforded anti-Markovnikov-type alkylboranes with B2pin2 and a stoichiometric amount of water. Formal hydrosilylation using air- and moisture-sensitive silylboranes also proceeded under optimized conditions. The reaction with trans-stilbene and D2O resulted in 1,2-H migration, which suggested that the reaction proceeded via β-hydride elimination and reinsertion mechanisms. |
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Keywords: | Hydroboration Hydrosilylation Nickel β-Elimination and reinsertion mechanism Bis(pinacolato)diboron |
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