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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), pp. 873-878. (doi:10.1016/S0040-4039(01)02179-7).

Record type: Article

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.

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More information

Published date: 28 January 2002
Keywords: calix[4]arene, hydrogen bonding, host guest chemistry, self-organization molecular scaffolds, derivatives, recognition

Identifiers

Local EPrints ID: 19820
URI: http://eprints.soton.ac.uk/id/eprint/19820
ISSN: 0040-4039
PURE UUID: 80155461-ebf9-45f1-a7c9-5c282c2d3921
ORCID for M. E. Light: ORCID iD orcid.org/0000-0002-0585-0843

Catalogue record

Date deposited: 17 Feb 2006
Last modified: 17 Jul 2017 16:30

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Contributors

Author: H. Miyaji
Author: M. Dudic
Author: J. H. R. Tucker
Author: I. Prokes
Author: M. E. Light ORCID iD
Author: I. Stibor
Author: P. Lhotak

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