Issue 30, 2012
From the journal:

Organic & Biomolecular Chemistry

Benzimidazole-based anion receptors: tautomeric switching and selectivity†

Philip A. Gale,*a   Jennifer R. Hiscock,a   Noémie Lalaoui,ab   Mark E. Light,a   Neil J. Wellsa  and  Marco Wenzela  

* Corresponding authors

a Chemistry, University of Southampton, Southampton, UK
E-mail: philip.gale@soton.ac.uk
Fax: +44 23 8059 3332
Tel: +44 23 8059 6805

b Université Paris Descartes, CNRS UMR 8601, Laboratoire de Chimie et de Biochimie pharmacologiques et toxicologiques, 45, rue des Saint-Pères, Paris Cedex 06, France

Abstract

Tautomeric switching is observed in a series of benzimidazole-based anion receptors upon addition of basic anions. An N-methylbenzimidazole based receptor selectively interacts with dihydrogen phosphate over a variety of other putative anionic guests via a combination of donated and accepted hydrogen bonds.

Graphical abstract: Benzimidazole-based anion receptors: tautomeric switching and selectivity

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Article information

DOI
https://doi.org/10.1039/C1OB06800H
Article type
Paper
Submitted
26 اکتوٗبر 2011
Accepted
17 نومبر 2011
First published
17 نومبر 2011

Org. Biomol. Chem., 2012,10, 5909-5915

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Benzimidazole-based anion receptors: tautomeric switching and selectivity

P. A. Gale, J. R. Hiscock, N. Lalaoui, M. E. Light, N. J. Wells and M. Wenzel, Org. Biomol. Chem., 2012, 10, 5909 DOI: 10.1039/C1OB06800H

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