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

✍ Scribed by Hidekazu Miyaji; Miroslav Dudic; James H.R Tucker; Ivan Prokes; Mark E Light; Michael B Hursthouse; Ivan Stibor; Pavel Lhoták

• Publisher: Elsevier Science
• Year: 2002
• Tongue: French
• Weight: 229 KB
• Volume: 43
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)02179-7

✦ Synopsis

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 1 H 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.