Issue 20, 2016

An experimental and theoretical study into the facile, homogenous (N-heterocyclic carbene)2-Pd(0) catalyzed diboration of internal and terminal alkynes

Abstract

Pd(ITMe)2(PhC[triple bond, length as m-dash]CPh) acts as a highly reactive pre-catalyst in the unprecedented homogenous catalyzed diboration of terminal and internal alkynes, yielding a number of novel and known syn-1,2-diborylalkenes in a 100% stereoselective manner. DFT calculations suggest that a similar reaction pathway to that proposed for platinum phosphine analogues is followed, and that destabilization of key intermediates by the NHCs is vital to the overall success for the palladium-catalyzed B–B addition to alkynes.

Graphical abstract: An experimental and theoretical study into the facile, homogenous (N-heterocyclic carbene)2-Pd(0) catalyzed diboration of internal and terminal alkynes

Supplementary files

Article information

Article type
Paper
Submitted
10 6 2016
Accepted
18 8 2016
First published
19 8 2016
This article is Open Access
Creative Commons BY license

Catal. Sci. Technol., 2016,6, 7461-7467

An experimental and theoretical study into the facile, homogenous (N-heterocyclic carbene)2-Pd(0) catalyzed diboration of internal and terminal alkynes

M. B. Ansell, V. H. Menezes da Silva, G. Heerdt, A. A. C. Braga, J. Spencer and O. Navarro, Catal. Sci. Technol., 2016, 6, 7461 DOI: 10.1039/C6CY01266C

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