Acridinone-based anion transporters

31 August 2021, Version 2
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The arrangement of hydrogen bond donors around a central lipophilic scaffold has proven a successful strategy in the development of potent chloride transporters. In this work, we revisit an acridinone 1,9-bis(thio)urea motif which had previously shown promise as an anion sensor and expand the series of compounds by appending a variety of electron-withdrawing groups to the peripheral phenyl moieties. High levels of activity were achieved by the most effective compounds in the series, which facilitated strictly electroneutral transport.

Keywords

anion transport
acridinone
chloride

Supplementary materials

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Table of Contents Pages Characterisation Data S2−S53 Single Crystal X-ray Diffraction S54−S55 1H NMR Titration Anion Binding Studies S56−S71 Chloride/Nitrate Exchange ISE Assay S72−S77 ISE Cationophore Coupled Assay S78−S82 HPTS NMDG-Cl Assay S83−S88 Voltage-Dependent Studies S89−S95 HPTS Mechanistic Studies S96−S101 HPTS Anion Selectivity Assay S102−S107 Molecular Modelling S108 References S109
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