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).

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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
Digital Object Identifier (DOI): doi:10.1016/S0040-4039(01)02179-7
ISSNs: 0040-4039 (print)
Keywords: calix[4]arene, hydrogen bonding, host guest chemistry, self-organization molecular scaffolds, derivatives, recognition
Subjects:
ePrint ID: 19820
Date :
Date Event
28 January 2002Published
Date Deposited: 17 Feb 2006
Last Modified: 16 Apr 2017 23:00
Further Information:Google Scholar
URI: http://eprints.soton.ac.uk/id/eprint/19820

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