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Copper(I)‐Catalyzed Highly Regio‐ and Stereoselective Hydrosilylation of Terminal Alkynes with Boryldisiloxane
Author(s) -
Zhou Hui,
Wang YanBo
Publication year - 2014
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201402405
Subject(s) - hydrosilylation , disiloxane , stereoselectivity , chemistry , catalysis , nitro , carbene , aryl , ether , regioselectivity , copper , silyl ether , alkyne , medicinal chemistry , organic chemistry , combinatorial chemistry , silylation , alkyl
By employing 1,1,3,3‐tetramethyl‐1,3‐(pinacolboryl)disiloxane as a novel silicon source, the N‐heterocyclic carbene copper complex catalyzed hydrosilylation of terminal alkynes was developed to prepare vinyldisiloxanes in a highly regio‐ and stereoselective manner. A number of functional groups, including ether, ester, cyano, nitro, halo, hydroxyl, cyclopropyl, and aryl groups, were tolerated under the optimized conditions. A mechanistic investigation was undertaken by using density functional theory calculations. This approach allows facile entry to unsymmetrical disubstituted ( E )‐alkenes by Pd‐catalyzed cross‐coupling reactions.