Fluorescence switch-on sensor for Cu2+ by an amide linked lower rim 1,3-bis(2-picolyl)amine derivative of calix[4]arene in aqueous methanol

被引：59

作者：

Joseph, Roymon ^{[1
]}

Ramanujam, Balaji ^{[1
]}

Acharya, Amitabha ^{[1
]}

Rao, Chebrolu P. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Bioinorgan Lab, Bombay 400076, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2009年 / 50卷 / 23期

关键词：

Cu2+ sensor; Fluorescence switch-on; Calix[4]arene appended with bis-(2-picolyl)amine; Nano structure; BIFUNCTIONAL FLUORESCENT; COPPER DEFICIENCY; CHEMOSENSOR; BEARING; RECOGNITION; ION; CALIXARENE; RECEPTORS;

D O I：

10.1016/j.tetlet.2009.03.109

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A highly selective fluorescence switch on sensor, for detecting Cu2+ has been synthesized by introducing a bis-(2-picolyl)amine moiety at the lower rim of a calix[4]arene platform via amide linkage. Binding properties of L toward ten different biologically relevant Mn+ ions have been studied by fluorescence and absorption spectroscopy in methanol and aqueous methanol. L was found to detect Cu2+ selectively down to a concentration of 196 and 341 ppb, respectively, in methanol and 1:1 aqueous methanol even in the presence of other metal ions. The composition of the complex has been found to be 1:1 based on the job plot and is further confirmed by ESI MS. The role of calix[4]arene platform as well as the pre-organized binding core in the selective recognition of Cu2+ has been demonstrated by studying appropriate reference molecules. The possible modes of binding of L with Cu2+ have been modeled by computational calculations. L and its Cu2+ complex could very well be differentiated based on the nano-structural features observed in SEM and AFM. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：2735 / 2739

页数：5

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