|
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
|
