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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)-?-vinylsilanes; ?-vinylsilanes formed with bipyridine ligands.

SUBMITTER: Wu G

PROVIDER: S-EPMC6243675 | biostudies-literature | 2018 Oct

REPOSITORIES: biostudies-literature

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Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes.

Wu Guojiao G Chakraborty Uttam U Jacobi von Wangelin Axel A

Chemical communications (Cambridge, England) 20181001 87

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 ...[more]

PMID: 30310911

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