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An Easily Accessed Nickel Nanoparticle Catalyst for Alkene Hydrosilylation with Tertiary Silanes
Author(s) -
Buslov Ivan,
Song Fang,
Hu Xile
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201606832
Subject(s) - hydrosilylation , alkene , silanes , markovnikov's rule , catalysis , alkyl , alkoxide , nickel , organic chemistry , chemistry , silane , materials science , polymer chemistry , regioselectivity
The first efficient and non‐precious nanoparticle catalyst for alkene hydrosilylation with commercially relevant tertiary silanes has been developed. The nickel nanoparticle catalyst was prepared in situ from a simple nickel alkoxide precatalyst Ni(O t Bu) 2 ⋅x KCl. The catalyst exhibits high activity for anti‐Markovnikov hydrosilylation of unactivated terminal alkenes and isomerizing hydrosilylation of internal alkenes. The catalyst can be applied to synthesize a single terminal alkyl silane from a mixture of internal and terminal alkene isomers, and to remotely functionalize an internal alkene derived from a fatty acid.