Trapping hydrogen sulfide (H₂S) with diselenides: the application in the design of fluorescent probes

Organic Letters
Bo PengMing Xian

Abstract

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

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Citations

Dec 23, 2015·Analytical Chemistry·Shiguo WangLeyu Wang
Feb 10, 2017·Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy·Anup PandithHong-Seok Kim
Dec 23, 2016·Bioorganic & Medicinal Chemistry Letters·Bo PengMing Xian

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