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Silyl Formates as Surrogates of Hydrosilanes and Their Application in the Transfer Hydrosilylation of Aldehydes
Author(s) -
Chauvier Clément,
Thuéry Pierre,
Cantat Thibault
Publication year - 2016
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201607201
Subject(s) - hydrosilylation , silylation , chemistry , transmetalation , reagent , catalysis , decarboxylation , ruthenium , organic chemistry , silanes , transfer hydrogenation , combinatorial chemistry , silane
Silyl formates are investigated for the first time as surrogates of hydrosilanes. In the presence of a well‐defined ruthenium catalyst, these reagents are shown to promote the chemoselective reduction of a variety of aldehydes by transfer hydrosilylation. Mechanistic investigations have shown that genuine hydrosilane species are avoided during catalysis. The mechanism involves a sequence of decarboxylation/insertion/transmetallation steps.