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Issue 91, 2020

Nickel-catalyzed insertions of vinylidenes into Si–H bonds

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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


Submitted
03 Sep 2020
Accepted
26 Oct 2020
First published
27 Oct 2020

Chem. Commun., 2020,56, 14175-14178
Article type
Communication

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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