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Chemoselective Alkene Hydrosilylation Catalyzed by Nickel Pincer Complexes

2015; Wiley; Volume: 54; Issue: 48 Linguagem: Inglês

10.1002/anie.201507829

1521-3773

Ivan Buslov, Jeanne Becouse, Simona Mazza, Mickael Montandon‐Clerc, Xile Hu,

Advanced Synthetic Organic Chemistry

Abstract Chemoselective hydrosilylation of functionalized alkenes is difficult to achieve using base‐metal catalysts. Reported herein is that well‐defined bis(amino)amide nickel pincer complexes are efficient catalysts for anti‐Markovnikov hydrosilylation of terminal alkenes with turnover frequencies of up to 83 000 per hour and turnover numbers of up to 10 000. Alkenes containing amino, ester, amido, ketone, and formyl groups are selectively hydrosilylated. A slight modification of reaction conditions allows tandem isomerization/hydrosilylation reactions of internal alkenes using these nickel catalysts.