Issue 1, 2011
From the journal:

Organic & Biomolecular Chemistry

A combined mechanistic and computational study of the gold(I)-catalyzed formation of substituted indenes†

Pierrick Nun,a   Sylvain Gaillard,a   Albert Poater,b   Luigi Cavalloc  and  Steven P. Nolan*a  

* Corresponding authors

a EasStCHEM School of Chemistry, University of St Andrews, North Haugh, St Andrews, UK
E-mail: snolan@st-andrews.ac.uk

b Catalan Institute for Water Research (ICRA), H2O Building, Scientific and Technological Park of the University of Girona, Emili Grahit 101, Spain

c Dipartimento di Chimica, Università di Salerno, Via ponte don Melillo, Fisciano, Italy

Abstract

Substituted indenes can be prepared after a sequence [1,3] O-acyl shift-hydroarylation-[1,3] O-acyl shift. Each step is catalyzed by a cationic NHC-Gold(I) species generated in situ after reaction between [(IPr)AuOH] and HBF4·OEt2. This interesting silver-free way is fully supported by a computational study justifying the formation of each intermediate.

Graphical abstract: A combined mechanistic and computational study of the gold(I)-catalyzed formation of substituted indenes

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Article information

DOI
https://doi.org/10.1039/C0OB00758G
Article type
Paper
Submitted
21 Sep 2010
Accepted
28 Sep 2010
First published
20 Oct 2010

Org. Biomol. Chem., 2011,9, 101-104

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A combined mechanistic and computational study of the gold(I)-catalyzed formation of substituted indenes

P. Nun, S. Gaillard, A. Poater, L. Cavallo and S. P. Nolan, Org. Biomol. Chem., 2011, 9, 101 DOI: 10.1039/C0OB00758G

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