2-Amino-5-(p-dimethylamino)phenyl-1,3,4-thiadiazole as a Selective Fluorescent Chemosensor for Hg2+

Chem. J. Chinese Universities

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2-Amino-5-(p-dimethylamino)phenyl-1,3,4-thiadiazole as a Selective Fluorescent Chemosensor for Hg2+

LIAO Qin-Xian1,2, LI Ai-Fang1, LI Zhao1, JIANG Yun-Bao1*

1. Department of Chemistry, College of Chemistry and Chemical Engineering, Key Laboratory of Analytical Sciences of Minster of Education, Xiamen University, Xiamen 361005, China; 2. Xiamen Water Group Co., Ltd., Xiamen 361008, China

Received:2008-10-06 Revised:1900-01-01 Online:2008-12-10 Published:2008-12-10
Contact: JIANG Yun-Bao

Abstract

Abstract: A structurally simple 2-amino-5-(p-dimethylamino)phenyl-1,3,4-thiadiazole(1) was designed and synthesized as a high selective fluorescent chemosensor for Hg2+ in H2O/EtOH(volume ratio 1∶9) solution. The selective quenching by Hg2+ of the fluorescence of compound 1 was rationalized in terms of the formation of a nonfluorescent Hg2+-1 complex with enhanced intramolecular charge transfer compared to compound 1 itself. The 1∶1 binding mode of compound 1 with Hg2+by its S atom and N atom of C-2 NH2 was proposed on the basis of Job plots, IR, and 1H NMR titrations. A linear fluorescent response was found for Hg2+ over 5.0×10-6 to 5.0×10-5 mol/L with a detection limit of 1.0×10-7 mol/L.

Key words: Fluorescent chemosensor, Hg2+, Fluorescence quenching, Intramolecular charge transfer, 1,3,4-Thiadiazole

CLC Number:

O657
O626

TrendMD:

LIAO Qin-Xian1,2, LI Ai-Fang1, LI Zhao1, JIANG Yun-Bao1*. 2-Amino-5-(p-dimethylamino)phenyl-1,3,4-thiadiazole as a Selective Fluorescent Chemosensor for Hg2+[J]. Chem. J. Chinese Universities, doi: .

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2-Amino-5-(p-dimethylamino)phenyl-1,3,4-thiadiazole as a Selective Fluorescent Chemosensor for Hg2+

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