Investigating the Influence of Steric Hindrance on Selective Anion Transport

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 ma...

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Bibliographic Details
Main Authors: Laura A. Jowett, Angela Ricci, Xin Wu, Ethan N. W. Howe, Philip A. Gale
Format: Article
Language:English
Published: MDPI AG 2019-04-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/7/1278
Description
Summary: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<sup>+</sup> 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.
ISSN:1420-3049