1-Arylazo-5,5-dimethyl dipyrromethanes: Versatile chromogenic probes for anions

被引：19

作者：

Chauhan, Shive Murat Singh ^{[1
]}

Bisht, Tanuja ^{[1
]}

Garg, Bhaskar ^{[1
]}

机构：

[1] Univ Delhi, Dept Chem, Bioorgan Res Lab, Delhi 110007, India

来源：

SENSORS AND ACTUATORS B-CHEMICAL | 2009年 / 141卷 / 01期

关键词：

Electrophilic substitution; Anion binding; Colorimetric sensors; UV-vis spectroscopy; Azo-coupling; Solvatochromism; ONE-STEP SYNTHESIS; PORPHYRIN SYNTHESIS; CALIXPYRROLES; SENSORS; RECOGNITION; RECEPTORS; MACROCYCLES; HIGHLIGHTS; PRECURSOR; ALDEHYDES;

D O I：

10.1016/j.snb.2009.06.013

中图分类号：

O65 [分析化学];

学科分类号：

070302 ; 081704 ;

摘要：

1-Arylazo-5,5-dimethyl dipyrromethanes (azo-DPM's) have been synthesized by electrophilic substitution reactions of 5,5-dimethyl dipyrromethanes in aqueous solution in 23-68% yields. The solution phase binding studies of azo-DPM's have been investigated by naked eye, absorption and proton NMR spectroscopy. The receptors, appended with electron-withdrawing groups display enhanced affinity and selectivity for F(-), H(2)PO(4)(-) and AcO(-) than electron-donating groups in different solvents. Furthermore, the solvatochromic responses of 2,5-bis(4'-nitrophenyl)azo-pyrrole have been examined by visual and UV-vis spectroscopy with or without structurally different anions in a variety of solvents. The present studies of anion receptors may be used in environmental sensors, molecular electronics and development of molecular switches. (C) 2009 Elsevier B.V. All rights reserved.

引用

页码：116 / 123

页数：8

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