A new chromogenic and fluorogenic chemosensor for Hg(II) with high selectivity based on the Hg2+-promoted deprotection of thioacetals

In this paper, a thioacetal chemosensor 1 incorporating simultaneously a carbazole moiety and an azobenzene moiety was synthesized. Among other metal ions, Hg2+ proved to be able to selectively induce both color and fluorescence changes of 1. The mechanism of Hg2+-promoted cleavage of thioacetal was...

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Bibliographic Details
Published in:Sensors and actuators. B, Chemical Chemical, 2016-02, Vol.223, p.172-177
Main Authors: Yu, Zhu, Tian, Zaiwen, Li, Zhengqian, Luo, Zaoli, Li, Yan, Li, Yi, Ren, Jun
Format: Article
Language:English
Subjects:
Actuators
Azobenzene
Carbazole
Carbazoles
Chemoreceptors
Chemosensor
Cleavage
Color
Colorimetric
Fluorescence
Mercury (metal)
Mercury ion
Resultants
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Summary:In this paper, a thioacetal chemosensor 1 incorporating simultaneously a carbazole moiety and an azobenzene moiety was synthesized. Among other metal ions, Hg2+ proved to be able to selectively induce both color and fluorescence changes of 1. The mechanism of Hg2+-promoted cleavage of thioacetal was confirmed by 1H NMR experiments. Upon the addition of Hg2+ into the yellow CH3CN/H2O solution of 1, the resultant azobenzene-containing thioglycolamide was precipitated from the solution as a mercuric salt, leading to a colorless solution. Therefore, a novel color change pattern was developed.
ISSN:0925-4005
1873-3077
DOI:10.1016/j.snb.2015.09.082