Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
177313 | Dyes and Pigments | 2011 | 8 Pages |
Abstract
The Sharpless–Meldal reaction was employed to generate triazole-substituted, alkynyl, azido and triazolyl-benzoxadiazole as well as nitro-benzoxadiazole fluorophores. Linkage of the triazole to the benzoxadiazole ring at C4 gave chromophores which were fluorogenic, while attachment through N1 resulted in quenching. The 4-azido-7-nitrobenzoxadiazole underwent a 470–fold decrease in quantum yield upon conversion to the triazole. While, 5-ethynyl-benzoxadiazole exhibited a 48–fold enhancement of quantum yield upon formation of triazole. The modulating effects of solvent polarity, conjugation, and attachment point of the fluorochrome to the triazole were examined.
Related Topics
Physical Sciences and Engineering
Chemical Engineering
Chemical Engineering (General)
Authors
Jessie A. Key, Christopher W. Cairo,