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Issue 10, 2018
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Fluorescent imidazole-based chemosensors for the reversible detection of cyanide and mercury ions

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Abstract

We report 4-(2-(5-(tert-butyl)-3-formyl-2-hydroxyphenyl)-1H-phenanthro[9,10-d]imidazol-1-yl)benzoic acid 1 and 4-(2-(5-(tert-butyl)-3-formyl-2-hydroxyphenyl)-4,5-diphenyl-1H-imidazol-1-yl)benzoic acid 2 as reversible luminescent sensors for the detection of cyanide and mercury ions. These imidazole derivatives were characterized using spectroscopic techniques and single crystal X-ray crystallography. The compounds showed sensing exclusively towards CN ions, which resulted in the quenching of fluorescence and a decreased singlet state life time. The detection limit of imidazole derivatives 1 and 2 were found to be 0.8 μM and 1.2 μM respectively, in a CH3CN/H2O system. Job's plot analysis, 1H NMR spectra and LC-MS studies supported the formation of the respective cyanohydrin. This cyanohydrin was further used as a reversible sensor for the detection of Hg2+ ions through metal-assisted elimination. The reversibility and reusability of sensors for the detection of CN and Hg2+ ions were tested for four consecutive cycles.

Graphical abstract: Fluorescent imidazole-based chemosensors for the reversible detection of cyanide and mercury ions

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Publication details

The article was received on 01 Jun 2018, accepted on 21 Sep 2018 and first published on 22 Sep 2018


Article type: Paper
DOI: 10.1039/C8PP00226F
Citation: Photochem. Photobiol. Sci., 2018,17, 1450-1461
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    Fluorescent imidazole-based chemosensors for the reversible detection of cyanide and mercury ions

    G. Emandi, K. J. Flanagan and M. O. Senge, Photochem. Photobiol. Sci., 2018, 17, 1450
    DOI: 10.1039/C8PP00226F

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