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Visible light-mediated gold-catalysed carbon(sp2)–carbon(sp) cross-coupling

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Abstract

A dual photoredox and gold-catalysed cross-coupling reaction of alkynyltrimethylsilanes and aryldiazonium tetrafluoroborates is described. The reaction proceeds through visible-light mediated oxidative addition of aryldiazoniums, transmetalation of alkynyltrimethylsilanes and aryl–alkynyl reductive elimination. Exclusive selectivity for silyl-substituted alkynes is observed, with no reactivity observed for terminal alkynes.

Graphical abstract: Visible light-mediated gold-catalysed carbon(sp2)–carbon(sp) cross-coupling

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Supplementary files

Article information


Submitted
14 Aug 2015
Accepted
26 Oct 2015
First published
10 Nov 2015

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2016,7, 85-88
Article type
Edge Article
Author version available

Visible light-mediated gold-catalysed carbon(sp2)–carbon(sp) cross-coupling

S. Kim, J. Rojas-Martin and F. D. Toste, Chem. Sci., 2016, 7, 85
DOI: 10.1039/C5SC03025K

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