Novel molecular receptors based on a thiacalix[4]arene platform. Preparations of the di- and tetracarboxylic acid derivatives and their binding properties towards transition metal ions

被引：108

作者：

Iki, N ^{[1
]}

Morohashi, N ^{[1
]}

Narumi, F ^{[1
]}

Fujimoto, T ^{[1
]}

Suzuki, T ^{[1
]}

Miyano, S ^{[1
]}

机构：

[1] Tohoku Univ, Dept Biomol Engn, Grad Sch Engn, Sendai, Miyagi 9808579, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 41期

关键词：

calixarenes; alkylation; sulfides; complexation;

D O I：

10.1016/S0040-4039(99)01503-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel molecular receptors, cone- and 1,3-alternate-tetracarboxylic acid (3) and syn-A,C-dicarboxylic acid (5), were prepared by hydrolysis of the ester moiety of the tetra- (2) and di-ethers (4), which had been synthesized by regio- and conformation-selective O-alkylation of the phenolic oxygens of thiacalix[4]arene (1) with ethyl bromoacetate. The binding ability of cone- and 1,3-alternate-3, syn-5, as well as cone-shaped, methylene-bridged tetracarboxylic acid (9) toward transition metal ions was investigated by solvent extraction to show that the selectivity for the ions depends upon the bridging sulfur, carboxylate group, and the conformation. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7337 / 7341

页数：5