Original scientific paper

https://doi.org/10.5562/cca4223

Squaramide Calix[4]pyrroles for Anion Transport

Patrick Wang ; School of Chemistry, The University of Sydney, NSW 2006, Australia
Mohamed Fares ; School of Pharmacy, The University of Sydney, NSW 2006, Australia
David E. Hibbs ; School of Pharmacy, The University of Sydney, NSW 2006, Australia
Jonathan Du ; School of Pharmacy, The University of Sydney, NSW 2006, Australia
Philip A. Gale orcid.org/0000-0001-9751-4910 ; School of Mathematical and Physical Sciences, University of Technology Sydney, Ultimo, NSW 2007, Australia *

* Corresponding author.

Supplements: cca4223_supplement.pdf

Abstract

In this paper we demonstrate the transmembrane chloride transport properties of a series of calix[4]pyrroles appended with squaramide moieties for the first time. The flexibility imparted by the methylene group between the squaramide and macrocycle allowed for changes between 1 : 1 and 1 : 2 (host : guest) binding modes at high chloride concentrations. Electroneutral transport was observed in the substituted compounds compared to the parent calix[4]pyrrole, with an improvement in transport activity when distal electron withdrawing groups were appended. These results highlight the important role of the squaramide in facilitating transmembrane transport for the substituted macrocycles.

Keywords

calix[4]pyrrole; squaramide; chloride; transmembrane transport

Hrčak ID:

343392

URI

https://hrcak.srce.hr/343392

Publication date:

17.1.2026.

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