Issue 12, 2011
From the journal:

Chemical Science

Tracking gold acetylides in gold(i)-catalyzed cycloisomerization reactions of enynes†

Antoine Simonneau,a   Florian Jaroschik,a   Denis Lesage,a   Magdalena Karanik,a   Régis Guillot,b   Max Malacria,a   Jean-Claude Tabet,a   Jean-Philippe Goddard,a   Louis Fensterbank,*a   Vincent Gandon*b  and  Yves Gimbert*c  

* Corresponding authors

a Institut Parisien de Chimie Moléculaire (UMR CNRS 7201) - FR 2769 UPMC univ Paris 06, C. 229, 4 Place Jussieu, Paris, France
E-mail: louis.fensterbank@upmc.fr
Fax: +33 (0)1 44 27 73 60
Tel: +33 (0)1 44 27 70 68

b ICMMO (UMR CNRS 8182), Université Paris-Sud 11, Orsay cedex, France
E-mail: vincent.gandon@u-psud.fr
Fax: +33 (0)1 69 15 47 47
Tel: +33 (0)1 69 15 39 31

c DCM (UMR CNRS 5250), ICMG-FR 2607, BP 53, Grenoble cedex 9, France
E-mail: yves.gimbert@ujf-grenoble.fr
Fax: +33 (0)4 76 51 44 94
Tel: +33 (0)4 76 51 44 26

Abstract

The intermediacy of gold acetylides in the gold(I)-catalyzed cycloisomerization of enynes was questioned. While dinuclear gold complexes are observed under electrospray ionization conditions, the solution reactivity of gold acetylides also leads to the conclusion of their high affinity for the second coordination of a gold moiety, leading to dinuclear gold complexes. However, the involvement of gold acetylides and the corresponding diaurated species in the elementary steps of cycloisomerization mechanisms of enynes appears unlikely.

Graphical abstract: Tracking gold acetylides in gold(i)-catalyzed cycloisomerization reactions of enynes

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Article information

DOI
https://doi.org/10.1039/C1SC00478F
Article type
Edge Article
Submitted
18 Jul 2011
Accepted
25 Aug 2011
First published
09 Sep 2011

Chem. Sci., 2011,2, 2417-2422

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Tracking gold acetylides in gold(I)-catalyzed cycloisomerization reactions of enynes

A. Simonneau, F. Jaroschik, D. Lesage, M. Karanik, R. Guillot, M. Malacria, J. Tabet, J. Goddard, L. Fensterbank, V. Gandon and Y. Gimbert, Chem. Sci., 2011, 2, 2417 DOI: 10.1039/C1SC00478F

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