4.8 Article

A Specific Nucleophilic Ring-Opening Reaction of Aziridines as a Unique Platform for the Construction of Hydrogen Polysulfides Sensors

Journal

ORGANIC LETTERS
Volume 17, Issue 11, Pages 2776-2779

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01194

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Funding

  1. American Chemical Society Teva USA Scholar Grant
  2. NIH [R01GM088226, R01HL116571]
  3. Department of Energy's Office of Biological and Environmental Research

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A hydrogen polysulfide mediated aziridine ring-opening reaction was discovered. Based on this reaction, a novel H2Sn-specific chemosensor (AP) was developed. AP showed high sensitivity and selectivity for H2Sn. Notably, the fluorescent turn-on product (1) exhibited excellent two-photon photophysical properties, a large Stokes shift, and high solid state luminescent efficiency.

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