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Open AccessArticle

Investigating the Influence of Steric Hindrance on Selective Anion Transport

1
School of Chemistry (F11), The University of Sydney, Sydney, NSW 2006, Australia
2
Chemistry, University of Southampton, Southampton SO17 1BJ, UK
3
Department of Pure and Applied Sciences, Chemistry Section, Universita Degli Studi Di Urbino “Carlo Bo”, via della Stazione 4, 61029 Urbino PU, Italia
*
Author to whom correspondence should be addressed.
Academic Editor: Jennifer R Hiscock
Molecules 2019, 24(7), 1278; https://doi.org/10.3390/molecules24071278
Received: 21 March 2019 / Revised: 1 April 2019 / Accepted: 1 April 2019 / Published: 2 April 2019
(This article belongs to the Special Issue Noncovalent Interactions and Supramolecular Complex Formation)
A series of symmetrical and unsymmetrical alkyl tren based tris-thiourea anion transporters were synthesised and their anion binding and transport properties studied. Overall, increasing the steric bulk of the substituents resulted in improved chloride binding and transport abilities. Including a macrocycle in the scaffold enhanced the selectivity of chloride transport in the presence of fatty acids, by reducing the undesired H+ flux facilitated by fatty acid flip-flop. This study demonstrates the benefit of including enforced steric hindrance and encapsulation in the design of more selective anion receptors. View Full-Text
Keywords: anion transport; thioureas; lipid bilayer anion transport; thioureas; lipid bilayer
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MDPI and ACS Style

Jowett, L.A.; Ricci, A.; Wu, X.; Howe, E.N.W.; Gale, P.A. Investigating the Influence of Steric Hindrance on Selective Anion Transport. Molecules 2019, 24, 1278.

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