Issue 26, 2013
From the journal:

Dalton Transactions

Deactivation of gold(i) catalysts in the presence of thiols and amines – characterisation and catalysis†

Paul C. Young,a   Samantha L. J. Green,a   Georgina M. Rosaira  and  Ai-Lan Lee*a  

* Corresponding authors

a Institute of Chemical Sciences, Heriot-Watt University, Edinburgh, United Kingdom
E-mail: A.Lee@hw.ac.uk
Tel: +44 (0)131 4518030

Abstract

Thiols and amines, which are common heteroatom nucleophiles in gold-catalysed reactions, are known to dampen the reactivity of gold catalysts. In this article, the identity and activity of gold(I) catalysts in the presence of thiols and amines is investigated. In the presence of thioacid, thiophenol and thiol, digold with bridging thiolate complexes [{Au(L)}2(μ-SR)][SbF6] are formed and have been fully characterised by NMR and X-ray crystallography. In the presence of amines and anilines, complexes [LAu-NH2R][SbF6] are formed instead. All new isolated gold complexes were investigated for their catalytic activity in order to compare the level of deactivation in each species.

Graphical abstract: Deactivation of gold(i) catalysts in the presence of thiols and amines – characterisation and catalysis

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Article information

DOI
https://doi.org/10.1039/C3DT50653C
Article type
Paper
Submitted
08 Mar 2013
Accepted
04 May 2013
First published
09 May 2013
This article is Open Access
Creative Commons BY license

Dalton Trans., 2013,42, 9645-9653

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Deactivation of gold(I) catalysts in the presence of thiols and amines – characterisation and catalysis

P. C. Young, S. L. J. Green, G. M. Rosair and A. Lee, Dalton Trans., 2013, 42, 9645 DOI: 10.1039/C3DT50653C

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