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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...
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