Trapping Hydrogen Sulfide (H2S) with Diselenides: The Application in the Design of Fluorescent Probes

• DOI: 10.1021/acs.orglett.5b00431
• Publication Date: 2015-02-27T20:29:36Z
• Authors: Bo Peng; Caihong Zhang; Eizo Marutani; Armando Pacheco; Wei Chen; Fumito Ichinose; Ming Xian
• Keywords: Diselenide; Reactivity; Diphenyl diselenide

Here we report a unique reaction between phenyl diselenide-ester substrates and H2S to form 1,2-benzothiaselenol-3-one. This proceeded rapidly under mild conditions. Thiols could also react with the diselenide substrates. However, resulted S–Se intermediate retained high reactivity toward eventually led same cyclized product Based on this two fluorescent probes were developed showed selectivity sensitivity for H2S. The presence of thiols was found not interfere detection process.