Rotaxanes Capable of Recognising Chloride in Aqueous Media
authors Hancock, LM; Gilday, LC; Carvalho, S; Costa, PJ; Felix, V; Serpell, CJ; Kilah, NL; Beer, PD
nationality International
journal CHEMISTRY-A EUROPEAN JOURNAL
author keywords anions; molecular recognition; rotaxanes; supramolecular chemistry; template synthesis
keywords ANION RECEPTORS; PSEUDOPEPTIDIC MACROCYCLES; COORDINATION CHEMISTRY; TRANSITION-METAL; HYDROGEN-BONDS; RECOGNITION; COMPLEXES; BINDING; TEMPLATION; SENSORS
abstract A new, versatile chloride anion templating synthetic pathway is exploited for the preparation of a series of eight new [2]rotaxane host molecules, including the first sulfonamide interlocked system H-1 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 en hanced and tuned through the attachment of electron withdrawing substituents and by increasing its positive charge A dicationic rotaxane selectively binds chloride in 35% water, where in 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
publisher WILEY-V C H VERLAG GMBH
issn 0947-6539
year published 2010
volume 16
issue 44
beginning page 13082
ending page 13094
digital object identifier (doi) 10.1002/chem.201002076
web of science category Chemistry, Multidisciplinary
subject category Chemistry
unique article identifier WOS:000285230000013
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journal impact factor 4.857
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