Selenium Blue-α and-β: turning on the fluorescence of a pyrenyl fluorophore via oxidative cleavage of the Se–C bond by reactive oxygen species
W Chen, WP Bay, MW Wong, D Huang
Index: Chen, Wei; Bay, Wan Ping; Wong, Ming Wah; Huang, Dejian Tetrahedron Letters, 2012 , vol. 53, # 30 p. 3843 - 3846
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Citation Number: 3
Abstract
Rapid oxidation of nonfluorescent pyrenyl-CH2SeAr (Ar= o-nitrophenyl) by hypochlorite yielded pyrenyl-CH2Cl and pyrenyl-CH2OH and turns on blue fluorescence, while slow oxidation of pyrenyl-CH2SeAr with excess H2O2 leads to pyrenyl-CHO which emits a bluish- green fluorescence. The homolog, pyrenyl-CH2CH2SeAr′(Ar′= o-nitrophenyl) reacts slower with H2O2 and ClO− giving the same product, vinyl pyrene.
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