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The influence of stereochemistry on anion binding and transport

The influence of stereochemistry on anion binding and transport
The influence of stereochemistry on anion binding and transport
Bis(thio)urea receptors (1–4) based on 1,2-bisaminocyclohexane are shown to function as transmembrane anion antiporters. The results show that cis-receptors have a greater propensity for anion transport than analogous trans-receptors. Stability constants using 1H NMR techniques highlight the significance of stereoisomerism on anion binding in solution, as cis-receptors bind anions more strongly than trans-receptors.
anion, urea, thiourea, hydrogen bond, stereochemistry
1061-0278
626-630
Karagiannidis, Louise E.
625706f1-9870-43dd-9ee1-b981c60562b4
Hiscock, Jennifer R.
99a8a34c-a869-48e2-b713-1e69e4741032
Gale, Philip A.
c840b7e9-6847-4843-91af-fa0f8563d943
Karagiannidis, Louise E.
625706f1-9870-43dd-9ee1-b981c60562b4
Hiscock, Jennifer R.
99a8a34c-a869-48e2-b713-1e69e4741032
Gale, Philip A.
c840b7e9-6847-4843-91af-fa0f8563d943

Karagiannidis, Louise E., Hiscock, Jennifer R. and Gale, Philip A. (2013) The influence of stereochemistry on anion binding and transport. [in special issue: Special Issue Honouring Professor Rocco Ungaro] Supramolecular Chemistry, 25 (9-11), 626-630. (doi:10.1080/10610278.2013.806809).

Record type: Article

Abstract

Bis(thio)urea receptors (1–4) based on 1,2-bisaminocyclohexane are shown to function as transmembrane anion antiporters. The results show that cis-receptors have a greater propensity for anion transport than analogous trans-receptors. Stability constants using 1H NMR techniques highlight the significance of stereoisomerism on anion binding in solution, as cis-receptors bind anions more strongly than trans-receptors.

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e-pub ahead of print date: 1 July 2013
Published date: 2013
Keywords: anion, urea, thiourea, hydrogen bond, stereochemistry
Organisations: Organic Chemistry: Synthesis, Catalysis and Flow

Identifiers

Local EPrints ID: 356020
URI: http://eprints.soton.ac.uk/id/eprint/356020
ISSN: 1061-0278
PURE UUID: 550d2b58-170f-41ad-9d44-fdbe199abdff
ORCID for Philip A. Gale: ORCID iD orcid.org/0000-0001-9751-4910

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Date deposited: 06 Sep 2013 08:11
Last modified: 15 Mar 2024 03:06

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Contributors

Author: Louise E. Karagiannidis
Author: Jennifer R. Hiscock
Author: Philip A. Gale ORCID iD

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