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
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
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DOI：
10.1016/s0040-4039(99)01503-8
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发表时间：
1999-10-08
影响因子：
1.8
通讯作者：
Miyano, S
中科院分区：
文献类型：
--
作者：
Iki, N;Morohashi, N;Miyano, S
硫杂杯[4]芳烃（1）的酚氧与溴乙酸乙酯进行区域和构象选择性O-烷基化反应，合成了四醚（2）和二醚（4），通过水解其酯基部分，合成了新型的分子受体--锥型和1，3-交替型四羧酸（3）和顺式-A，C-二羧酸（5）。通过溶剂萃取研究了锥形和1，3-交替-3，syn-5以及锥形亚甲基桥连四羧酸（9）对过渡金属离子的结合能力，表明对离子的选择性取决于桥连硫、羧酸根基团和构象。(C)1999爱思唯尔科技有限公司。保留所有权利。
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.