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Royal Society of Chemistry, Organic and Biomolecular Chemistry, 4(13), p. 1022-1029

DOI: 10.1039/c4ob02108h

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Water-Soluble Aryl-Extended Calix[4]pyrroles with Unperturbed Aromatic Cavities: Synthesis and Binding Studies

This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

We report the synthesis of a novel, water-soluble aryl-extended calix[4]pyrrole receptor. The water-solubilising groups are placed at the lower rim of the receptor, leaving the binding pocket unperturbed and open for modification. Binding studies were performed with a series of pyridine N-oxides. These studies revealed the ability of the receptor to bind neutral and charged N-oxides in basified water with stability constants higher than 104 M-1