Supramolecular self-assemblies of stereoisomers of p-tert-butyl thiacalix[4]arenes functionalized with hydrazide groups at the lower rim with some metal cations

被引:26
|
作者
Stoikov, Ivan I. [1 ]
Yushkova, Elena A. [1 ]
Zharov, Ilya [2 ]
Antipin, Igor S. [1 ]
Konovalov, Alexander I. [1 ]
机构
[1] Kazan VI Lenin State Univ, AM Butlerov Chem Inst, Dept Chem, Kazan 420008, Russia
[2] Univ Utah, Salt Lake City, UT 84112 USA
基金
俄罗斯基础研究基金会;
关键词
Self-assembly; p-tert-Butyl thiacalix[4]arenes; Molecular recognition; Picrate extraction; Dynamic light scattering (DLS);
D O I
10.1016/j.tet.2009.06.045
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel p-tert-butyl thiacalix[4]arenes functionalized with hydrazide groups at the lower rim in cone, partial cone and 1,3-alternate conformations were synthesized and their receptor properties toward metal ions of p- (Al3+, Pb2+) and d- (Fe3+, Co3+, Ni2+, Cu2+, Ag+, Cd2+) elements were investigated by picrate extraction and dynamic light scattering (DLS). It was shown that the p-tert-butyl thiacalix[4]-arenes functionalized with hydrazide groups are effective extractants of soft metal cations. The complex stoichiometry depended on the receptor configuration. All the p-tert-butyl thiacalix[4]arene derivatives with hydrazide fragments were able to form nanoscale aggregates but did not show self-association abilities. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7109 / 7114
页数:6
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