Issue 16, 2011
From the journal:

Chemical Communications

Unprecedented ipso aromatic nucleophilic substitution upon oxidative decarboxylation of tris(p-carboxyltetrathiaaryl)methyl (TAM) radicals: a new access to diversely substituted TAM radicals†

Christophe Decroos,a   Thierry Prangé,b   Daniel Mansuy,a   Jean-Luc Bouchera  and  Yun Li*a  

* Corresponding authors

a Laboratoire de Chimie et Biochimie Pharmacologiques et Toxicologiques, Université Paris Descartes, UMR 8601 CNRS, 45 Rue des Saints Pères, 75270 Paris cedex 06, France
E-mail: yun.xu-li@parisdescartes.fr
Fax: +33 1 42868387

b Laboratoire de Cristallographie et RMN Biologiques, Université Paris Descartes, UMR 8015 CNRS, 4 Av de l'Observatoire, 75270 Paris cedex 06, France

Abstract

A new reaction of oxidative substitution of aromatic carboxyl groups on stable trityl radical derivatives (TAMs) by various nucleophiles is described; it leads to a wide variety of new persistent and diversely substituted TAM radicals.

Graphical abstract: Unprecedented ipso aromatic nucleophilic substitution upon oxidative decarboxylation of tris(p-carboxyltetrathiaaryl)methyl (TAM) radicals: a new access to diversely substituted TAM radicals

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Article information

DOI
https://doi.org/10.1039/C1CC10426H
Article type
Communication
Submitted
21 Jan 2011
Accepted
28 Feb 2011
First published
16 Mar 2011

Chem. Commun., 2011,47, 4805-4807

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Unprecedented ipso aromatic nucleophilic substitution upon oxidative decarboxylation of tris(p-carboxyltetrathiaaryl)methyl (TAM) radicals: a new access to diversely substituted TAM radicals

C. Decroos, T. Prangé, D. Mansuy, J. Boucher and Y. Li, Chem. Commun., 2011, 47, 4805 DOI: 10.1039/C1CC10426H

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