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

被引：37

作者：

Miyaji, H

Dudic, M

Tucker, JHR

Prokes, I

Light, ME

Hursthouse, MB

Stibor, I

Lhoták, P

机构：

[1] Univ Exeter, Sch Chem, Exeter EX4 4QD, Devon, England

[2] Univ Southampton, Dept Chem, Southampton SO17 1BJ, Hants, England

[3] Inst Chem Technol, Dept Organ Chem, CR-16628 Prague, Czech Republic

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 05期

基金：

英国工程与自然科学研究理事会;

关键词：

calix[4]arene; hydrogen bonding; host guest chemistry; self-organization;

D O I：

10.1016/S0040-4039(01)02179-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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. (c) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：873 / 878

页数：6

共 18 条

[1]

[Anonymous], 1987, BINDING CONSTANTS

[2] Solid-state and solution studies of bis-carboxylate binding by bis-amidinium calix[4]arenes [J].