Premium
Chemoselective Alkene Hydrosilylation Catalyzed by Nickel Pincer Complexes
Author(s) -
Buslov Ivan,
Becouse Jeanne,
Mazza Simona,
MontandonClerc Mickael,
Hu Xile
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201507829
Subject(s) - hydrosilylation , alkene , chemistry , catalysis , pincer movement , amide , isomerization , markovnikov's rule , nickel , hydroamination , organic chemistry , ketone , combinatorial chemistry , medicinal chemistry , regioselectivity
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.