Water-soluble bis-triazolyl benzochalcogendiazole cycloadducts as tunable metal ion sensors

A series of bis-triazolyl benzochalcogendiazoles was synthesized to investigate their metal-binding capabilities. These fluorophores were formed through the cycloaddition of an ethynylated benzochalcogendiazole and a water-soluble azide. Variation of the chalcogen heteroatom was seen to affect the p...

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Bibliographic Details
Main Authors: Bryant, Jonathan (Author) , Lindner, Benjamin (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 2013
In: The journal of organic chemistry
Year: 2013, Volume: 78, Issue: 3, Pages: 1038-1044
ISSN:1520-6904
DOI:10.1021/jo3024889
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/jo3024889
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Author Notes:Jonathan J. Bryant, Benjamin D. Lindner, and Uwe H.F. Bunz
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Summary:A series of bis-triazolyl benzochalcogendiazoles was synthesized to investigate their metal-binding capabilities. These fluorophores were formed through the cycloaddition of an ethynylated benzochalcogendiazole and a water-soluble azide. Variation of the chalcogen heteroatom was seen to affect the photophysical properties as well as the metal-binding activity. These cycloadducts exhibited a distinct response to Cu2+, Ni2+, and Ag+ in water. The binding affinity for the copper and nickel ions increased moving the chalcogen atom from O to Se. Statistical analysis of the spectral data enabled differentiation of Ag+, Cu2+, and Ni2+ ions.
Item Description:Published: December 27, 2012
Gesehen am 09.12.2020
Physical Description:Online Resource
ISSN:1520-6904
DOI:10.1021/jo3024889