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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.

SUBMITTER: Biswas S

PROVIDER: S-EPMC7679053 | biostudies-literature | 2020 Nov

REPOSITORIES: biostudies-literature

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Nickel-catalyzed insertions of vinylidenes into Si-H bonds.

Biswas Sourish S Pal Sudipta S Uyeda Christopher C

Chemical communications (Cambridge, England) 20201103 91

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-l ...[more]

PMID: 33141128

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