Ratiometric fluorescence sensing ability of 2-(2′-hydroxyphenyl)benzimidazole and its nitrogen substituted analogues towards metal ions

被引:39
作者
Chipem, Francis A. S. [1 ]
Behera, Santosh Kumar [1 ]
Krishnamoorthy, G. [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, India
关键词
Proton transfer; Chemosensor; Ratiometric measurement; Dual fluorescence; Metal sensor; INTRAMOLECULAR PROTON-TRANSFER; CHARGE-TRANSFER; TD-DFT; ANION CHEMOSENSORS; TRANSFER ESIPT; SENSOR; FLUORIDE; RECOGNITION; MECHANISM; EMISSION;
D O I
10.1016/j.snb.2013.10.043
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Excited state intramolecular proton transfer (ESIPT) based ratiometric fluorescence sensing of 2-(2'hydroxyphenyl)benzimidazole (HPBI) and its nitrogen substituted analogues viz. 2-(2'-hydroxypheny1)3H-imidazo[4,5-b]pyridine (HPIP-b) and 2-(2'-hydroxypheny1)-1H-imidazo[4,5-c]pyridine (HPIP-c) towards different metal ions was studied. The normal to tautomer fluorescence intensity ratio of HPBI increases as high as 143 and 92 folds in presence of Cu2+ and Fe3+, respectively. The ratio of HPIP-b reaches maximum up to 4.7 fold in presence of Co2+ and that of HPIP-c up to 11.6 fold in presence of Pd2+. The increase in intensity ratio of the normal emission in presence of metal ions is attributed to inhibition of ESIPT process. The crystal structure of 1:2 Ni2+ complex of HPIP-b indicates that the metal ion coordinates through imidazole nitrogen and phenolic oxygen of the fluorophores. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:727 / 733
页数:7
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