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Rotaxanes capable of recognising chloride in aqueous media
Citation
Hancock, LM and Gilday, LC and Carvalho, S and Costa, PJ and Felix, V and Serpell, CJ and Kilah, NL and Beer, PD, Rotaxanes capable of recognising chloride in aqueous media, Chemistry: A European Journal, 16, (44) pp. 13082-13094. ISSN 0947-6539 (2010) [Refereed Article]
Copyright Statement
Copyright 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
DOI: doi:10.1002/chem.201002076
Abstract
A new, versatile chlorideanion-templating synthetic pathway is
exploited for the preparation of a
series of eight new [2]rotaxane host
molecules, including the first sulfonamide interlocked system. 1
H NMR
spectroscopic titration investigations
demonstrate the rotaxanes' capability
to selectively recognise the chloride
anion in competitive aqueous solvent
media. The interlocked host's halide
binding affinity can be further enhanced and tuned through the attachment of electron-withdrawing substituents and by increasing its positive
charge. A dicationic rotaxane selectively binds chloride in 35% water, wherein no evidence of oxoanion binding is
observed. NMR spectroscopy, X-ray
structural analysis and computational
molecular dynamics simulations are
used to account for rotaxane formation
yields, anion binding strengths and selectivity trends.
Item Details
Item Type: | Refereed Article |
---|---|
Keywords: | Anions; Molecular recognition; Rotaxanes; Supramolecular chemistry; Template synthesis |
Research Division: | Chemical Sciences |
Research Group: | Macromolecular and materials chemistry |
Research Field: | Nanochemistry |
Objective Division: | Expanding Knowledge |
Objective Group: | Expanding knowledge |
Objective Field: | Expanding knowledge in the chemical sciences |
UTAS Author: | Kilah, NL (Dr Nathan Kilah) |
ID Code: | 84251 |
Year Published: | 2010 |
Web of Science® Times Cited: | 53 |
Deposited By: | Chemistry |
Deposited On: | 2013-05-01 |
Last Modified: | 2022-08-30 |
Downloads: | 0 |
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