Pyridinium CH⋯anion and π-stacking interactions in modular tripodal anion binding hosts: ATP binding and solid-state chiral induction

Warwick J. Belcher; Muriel Fabre; Tamer Farhan; Jonathan W. Steed

doi:10.1039/B516027H

Pyridinium CH⋯anion and π-stacking interactions in modular tripodal anion binding hosts: ATP binding and solid-state chiral induction

Warwick J. Belcher,^a Muriel Fabre,^a Tamer Farhan^a and Jonathan W. Steed*^b

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* Corresponding authors

^a Department of Chemistry, King's College London, Strand, London, UK

^b Department of Chemistry, University of Durham, South Road, Durham, UK
E-mail: jon.steed@durham.ac.uk
Fax: +44 (0)191 384 4737
Tel: +44 (0)191 334 2085

Abstract

The preparation of two new tripodal ‘pinwheel’ type anion hosts based on a triethylbenzene core and bipyridinium or ethylnicotinium arms is reported. The new materials bind anions via CH⋯anion interactions. Complexes with Br⁻ and PF₆⁻ have been characterised by X-ray crystallography as both solvates in a pure form. In the bipyridinium host CH⋯F interactions to PF₆⁻ induce a chiral C₃ symmetric conformation that is disrupted in the hydrate. The compound is also selective for ATP²⁻ in aqueous acetonitrile.

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Publication details

The article was received on 11 Nov 2005, accepted on 04 Jan 2006 and first published on 25 Jan 2006

Article type: Paper

DOI: 10.1039/B516027H

Citation: Org. Biomol. Chem., 2006,4, 781-786

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Pyridinium CH⋯anion and π-stacking interactions in modular tripodal anion binding hosts: ATP binding and solid-state chiral induction

W. J. Belcher, M. Fabre, T. Farhan and J. W. Steed, Org. Biomol. Chem., 2006, 4, 781
DOI: 10.1039/B516027H
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Organic & Biomolecular Chemistry

Pyridinium CH⋯anion and π-stacking interactions in modular tripodal anion binding hosts: ATP binding and solid-state chiral induction

Abstract

Supplementary files

Publication details

Pyridinium CH⋯anion and π-stacking interactions in modular tripodal anion binding hosts: ATP binding and solid-state chiral induction

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