Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes

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)·4H(2)O u...

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Detalles Bibliográficos
Autores principales: Wu, Guojiao, Chakraborty, Uttam, Jacobi von Wangelin, Axel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6243675/
https://www.ncbi.nlm.nih.gov/pubmed/30310911
http://dx.doi.org/10.1039/c8cc07267a
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author Wu, Guojiao
Chakraborty, Uttam
Jacobi von Wangelin, Axel
author_facet Wu, Guojiao
Chakraborty, Uttam
Jacobi von Wangelin, Axel
author_sort Wu, Guojiao
collection PubMed
description 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)·4H(2)O 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.
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spelling pubmed-62436752018-12-12 Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes Wu, Guojiao Chakraborty, Uttam Jacobi von Wangelin, Axel Chem Commun (Camb) Chemistry 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)·4H(2)O 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. Royal Society of Chemistry 2018-11-11 2018-10-05 /pmc/articles/PMC6243675/ /pubmed/30310911 http://dx.doi.org/10.1039/c8cc07267a Text en This journal is © The Royal Society of Chemistry 2018 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Wu, Guojiao
Chakraborty, Uttam
Jacobi von Wangelin, Axel
Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes
title Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes
title_full Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes
title_fullStr Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes
title_full_unstemmed Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes
title_short Regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes
title_sort regiocontrol in the cobalt-catalyzed hydrosilylation of alkynes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6243675/
https://www.ncbi.nlm.nih.gov/pubmed/30310911
http://dx.doi.org/10.1039/c8cc07267a
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