An all-halogen bonding rotaxane for selective sensing of halides in aqueous media

The synthesis and anion binding properties of the first rotaxane host system to bind and sense anions purely through halogen bonding, is described. Through a combination of polarized iodotriazole and iodotriazolium halogen bond donors, a three-dimensional cavity is created for anion binding. This ro...

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Main Authors: Mullaney, B, Thompson, A, Beer, P
Format: Journal article
Language:English
Published: Wiley 2014
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author Mullaney, B
Thompson, A
Beer, P
author_facet Mullaney, B
Thompson, A
Beer, P
author_sort Mullaney, B
collection OXFORD
description The synthesis and anion binding properties of the first rotaxane host system to bind and sense anions purely through halogen bonding, is described. Through a combination of polarized iodotriazole and iodotriazolium halogen bond donors, a three-dimensional cavity is created for anion binding. This rotaxane incorporates a luminescent rhenium(I) bipyridyl metal sensor motif within the macrocycle component, thus enabling optical study of the anion binding properties. The rotaxane topology was confirmed by single-crystal X-ray structural analysis, demonstrating halogen bonding between the electrophilic iodine atoms and chloride anions. In 50% H2O/CH3CN solvent mixtures the rotaxane host exhibits strong binding affinity and selectivity for chloride, bromide, and iodide over a range of oxoanions.
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spelling oxford-uuid:4ed656c9-9662-4b61-a78f-a78b808298f92022-03-26T16:03:29ZAn all-halogen bonding rotaxane for selective sensing of halides in aqueous mediaJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:4ed656c9-9662-4b61-a78f-a78b808298f9EnglishSymplectic Elements at OxfordWiley2014Mullaney, BThompson, ABeer, PThe synthesis and anion binding properties of the first rotaxane host system to bind and sense anions purely through halogen bonding, is described. Through a combination of polarized iodotriazole and iodotriazolium halogen bond donors, a three-dimensional cavity is created for anion binding. This rotaxane incorporates a luminescent rhenium(I) bipyridyl metal sensor motif within the macrocycle component, thus enabling optical study of the anion binding properties. The rotaxane topology was confirmed by single-crystal X-ray structural analysis, demonstrating halogen bonding between the electrophilic iodine atoms and chloride anions. In 50% H2O/CH3CN solvent mixtures the rotaxane host exhibits strong binding affinity and selectivity for chloride, bromide, and iodide over a range of oxoanions.
spellingShingle Mullaney, B
Thompson, A
Beer, P
An all-halogen bonding rotaxane for selective sensing of halides in aqueous media
title An all-halogen bonding rotaxane for selective sensing of halides in aqueous media
title_full An all-halogen bonding rotaxane for selective sensing of halides in aqueous media
title_fullStr An all-halogen bonding rotaxane for selective sensing of halides in aqueous media
title_full_unstemmed An all-halogen bonding rotaxane for selective sensing of halides in aqueous media
title_short An all-halogen bonding rotaxane for selective sensing of halides in aqueous media
title_sort all halogen bonding rotaxane for selective sensing of halides in aqueous media
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