Issue 87, 2018

Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes

Abstract

Hydrofunctionalizations of unsaturated hydrocarbons are key strategies for the synthesis of functionalized building blocks. Here, we report highly versatile cobalt-catalyzed hydrosilylations of alkynes that operate with minute amounts of the inexpensive, bench-stable pre-catalyst Co(OAc)2·4H2O under mild conditions (0.1–1 mol%, THF, r.t., 1 h). Near-perfect regiocontrol/stereocontrol was induced by the choice of the ligand: bidentate phosphines afforded (E)-β-vinylsilanes; α-vinylsilanes formed with bipyridine ligands.

Graphical abstract: Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes

Supplementary files

Article information

Article type
Communication
Submitted
07 Sep 2018
Accepted
04 Oct 2018
First published
05 Oct 2018
This article is Open Access
Creative Commons BY-NC license

Chem. Commun., 2018,54, 12322-12325

Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes

G. Wu, U. Chakraborty and A. Jacobi von Wangelin, Chem. Commun., 2018, 54, 12322 DOI: 10.1039/C8CC07267A

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