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. 2016 Nov 2;55(45):14096-14100.
doi: 10.1002/anie.201607201. Epub 2016 Oct 10.

Silyl Formates as Surrogates of Hydrosilanes and Their Application in the Transfer Hydrosilylation of Aldehydes

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Silyl Formates as Surrogates of Hydrosilanes and Their Application in the Transfer Hydrosilylation of Aldehydes

Clément Chauvier et al. Angew Chem Int Ed Engl. .

Abstract

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.

Keywords: density-functional calculations; hydrosilylation; reaction mechanisms; ruthenium; silanes.

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