Synthesis and binding properties of calix[4]arenes with [2+2′] mixed ligating functional groups

被引：15
作者：
Baklouti, L
Cherif, J
Abidi, R [1 ]
Arnaud-Neu, F
Harrowfield, J
Vicens, J
机构：
[1] Fac Sci Bizerte, Zarzouna 7021, Tunisia
[2] IPET, Tunis 1008, Tunisia
[3] ECPM, ULP, Dept Phys & Analyt Chem, CNRS,UMR 7512, F-67087 Strasbourg, France
[4] Univ Western Australia, Nedlands, WA 6907, Australia
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2004年 / 2卷 / 19期
关键词：
D O I：
10.1039/b403598d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of mixed [2 + 2'] p-tert-butylcalix[4] arene have been synthesised by selective 1,3-dialkylation of phenolic groups using various alkylating agents such as benzyl bromide, methyl iodide, ethyl bromoacetate, and 2-methoxyethyl tosylate. The extraction and complexation properties of the synthesized calixarenes towards alkali and alkaline earth metal cations have been investigated in acetonitrile by means of UV spectrophotometry and H-1 NMR spectroscopy. The results show the formation of ML and/or ML2 species depending on the ligand and the cation. The enthalpies and entropies of complexation of alkali metal cations by a tetraglycol, diglycol - dibenzyl and diglycol - diester derivatives have been obtained from calorimetric measurements. The results revealed that the formation of ML species is controlled by enthalpy while the formation of ML2 from ML is entropy driven.
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页码：2786 / 2792
页数：7
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