Issue 91, 2020

Nickel-catalyzed insertions of vinylidenes into Si–H bonds

Abstract

A nickel-catalyzed reductive cyclization of 1,1-dichloroalkenyl silanes is reported. The products of this reaction are unsaturated five- or six-membered silacycles. Intermolecular variants are also described, providing access to trisubstituted vinyl silanes that are not accessible by alkyne hydrosilylation or sila-Heck-type processes. A variety of silanes can be utilized, including those that serve as nucleophilic partners in Hiyama cross-coupling reactions. Mechanistic studies using deuterium-labelled silanes are described.

Graphical abstract: Nickel-catalyzed insertions of vinylidenes into Si–H bonds

Supplementary files

Article information

Article type
Communication
Submitted
03 Sep 2020
Accepted
26 Oct 2020
First published
27 Oct 2020

Chem. Commun., 2020,56, 14175-14178

Nickel-catalyzed insertions of vinylidenes into Si–H bonds

S. Biswas, S. Pal and C. Uyeda, Chem. Commun., 2020, 56, 14175 DOI: 10.1039/D0CC05970F

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