Ion-pair recognition by a heteroditopic triazole-containing receptor.

A new heteroditopic calix[4]diquinone triazole containing receptor capable of recognising both cations and anions through Lewis base and C-H hydrogen-bonding modes, respectively, of the triazole motif has been prepared. This ion-pair receptor cooperatively binds halide/monovalent-cation combinations...

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Main Authors: Picot, S, Mullaney, B, Beer, P
Format: Journal article
Language:English
Published: 2012
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author Picot, S
Mullaney, B
Beer, P
author_facet Picot, S
Mullaney, B
Beer, P
author_sort Picot, S
collection OXFORD
description A new heteroditopic calix[4]diquinone triazole containing receptor capable of recognising both cations and anions through Lewis base and C-H hydrogen-bonding modes, respectively, of the triazole motif has been prepared. This ion-pair receptor cooperatively binds halide/monovalent-cation combinations in an aqueous mixture, with selectivity trends being established by (1)H NMR and UV/Vis spectroscopy. Cation binding by the calix[4]diquinone oxygen and triazole nitrogen donors enhances the strength of the halide complexation at the isophthalamide recognition site of the receptor. Conversely, anions bound in the receptor's isophthalamide cavity enhance cation recognition. (1)H NMR investigations in solution suggest that the receptor's triazole motifs are capable of coordinating simultaneously to both cation and anion guest species. Solid-state X-ray crystallographic structural analysis of a variety of receptor ion-pair adducts further demonstrates the dual cation-anion binding role of the triazole group.
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spelling oxford-uuid:08127ec5-7bd8-4952-be26-28b0ccdabb412022-03-26T09:11:00ZIon-pair recognition by a heteroditopic triazole-containing receptor.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:08127ec5-7bd8-4952-be26-28b0ccdabb41EnglishSymplectic Elements at Oxford2012Picot, SMullaney, BBeer, PA new heteroditopic calix[4]diquinone triazole containing receptor capable of recognising both cations and anions through Lewis base and C-H hydrogen-bonding modes, respectively, of the triazole motif has been prepared. This ion-pair receptor cooperatively binds halide/monovalent-cation combinations in an aqueous mixture, with selectivity trends being established by (1)H NMR and UV/Vis spectroscopy. Cation binding by the calix[4]diquinone oxygen and triazole nitrogen donors enhances the strength of the halide complexation at the isophthalamide recognition site of the receptor. Conversely, anions bound in the receptor's isophthalamide cavity enhance cation recognition. (1)H NMR investigations in solution suggest that the receptor's triazole motifs are capable of coordinating simultaneously to both cation and anion guest species. Solid-state X-ray crystallographic structural analysis of a variety of receptor ion-pair adducts further demonstrates the dual cation-anion binding role of the triazole group.
spellingShingle Picot, S
Mullaney, B
Beer, P
Ion-pair recognition by a heteroditopic triazole-containing receptor.
title Ion-pair recognition by a heteroditopic triazole-containing receptor.
title_full Ion-pair recognition by a heteroditopic triazole-containing receptor.
title_fullStr Ion-pair recognition by a heteroditopic triazole-containing receptor.
title_full_unstemmed Ion-pair recognition by a heteroditopic triazole-containing receptor.
title_short Ion-pair recognition by a heteroditopic triazole-containing receptor.
title_sort ion pair recognition by a heteroditopic triazole containing receptor
work_keys_str_mv AT picots ionpairrecognitionbyaheteroditopictriazolecontainingreceptor
AT mullaneyb ionpairrecognitionbyaheteroditopictriazolecontainingreceptor
AT beerp ionpairrecognitionbyaheteroditopictriazolecontainingreceptor