Bis(amidopyridine)-linked calix 4 arenes: a novel type of receptor for dicarboxylic acids


Miyaji, H., Dudic, M., Tucker, J. H. R., Prokes, I., Light, M. E., Hursthouse, M. B., Stibor, I. and Lhotak, P. (2002) Bis(amidopyridine)-linked calix 4 arenes: a novel type of receptor for dicarboxylic acids. Tetrahedron Letters, 43, (5), 873-878. (doi:10.1016/S0040-4039(01)02179-7).

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Description/Abstract

Calix[4]arenes 1 and 2, functionalised on their upper rim with amidopyridine groups, have been synthesised. In the case of 1, a detailed binding study with a range of aliphatic and aromatic dicarboxylic acids has been carried out using H-1 NMR spectroscopy. The binding affinities are largely dependent upon the length of the alkyl spacer group, with the highest binding constant observed for dodecanedioic acid. The X-ray crystal structures of 1 and 2 reveal chain structures formed through intermolecular hydrogen bonds between amidopyridine moieties.

Item Type: Article
Related URLs:
Keywords: calix[4]arene, hydrogen bonding, host guest chemistry, self-organization molecular scaffolds, derivatives, recognition
Subjects: Q Science
Q Science > QD Chemistry
Divisions: University Structure - Pre August 2011 > School of Chemistry
ePrint ID: 19820
Date Deposited: 17 Feb 2006
Last Modified: 27 Mar 2014 18:09
URI: http://eprints.soton.ac.uk/id/eprint/19820

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