Selenium Blue-¦Á and -¦Â: turning on the fluorescence of a pyrenyl fluorophore via oxidative cleavage of the Se-C bond by reactive oxygen species

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• 作者：Wei Chen ; Wan Ping Bay ; Ming Wah Wong ; Dejian Huang
• 关键词：Pyrene ; Reactive oxygen species ; Fluorescence ; Organoselenium ; Molecular probes
• 刊名：Tetrahedron Letters
• 出版年：2012
• 出版时间：25 July, 2012
• 年：2012
• 卷：53
• 期：30
• 页码：3843-3846
• 全文大小：492 K

文摘

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¡ä (Ar¡ä = o-nitrophenyl) reacts slower with H₂O₂ and ClO^? giving the same product, vinyl pyrene.