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Full Paper
Sulfate-Selective Binding and Sensing of a Fluorescent [3]Rotaxane Host System
Article first published online: 2 OCT 2012
DOI: 10.1002/chem.201202204
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Langton, M. J. and Beer, P. D. (2012), Sulfate-Selective Binding and Sensing of a Fluorescent [3]Rotaxane Host System. Chem. Eur. J., 18: 14406–14412. doi: 10.1002/chem.201202204
Publication History
- Issue published online: 25 OCT 2012
- Article first published online: 2 OCT 2012
- Manuscript Received: 21 JUN 2012
Funded by
- EPSRC
Keywords:
- anions;
- fluorescence;
- molecular recognition;
- rotaxanes;
- supramolecular chemistry
Abstract
The chloride-templated synthesis of a novel [3]rotaxane, capable of binding anionic guests, and incorporating a naphthalene group for fluorescence sensing is reported. Extensive 1H NMR titration studies were used to probe the anion binding selectivity of the system. The rotaxane selectively recognises sulfate, undergoing an induced conformational change upon sulfate binding to form a 1:1 stoichiometric sandwich-type complex, concomitant with significant quenching of the fluorescence. Binding of mono-anionic guests results in the formation of a 2:1 stoichiometric guest–host complex, and a modest enhancement of the emission. Addition of an excess of sulfate in non-competitive solvent also results in a 2:1 emissive complex.