Synthesis of functional 1,2-dithiolanes from 1,3-bis-tert-butyl thioethers

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Abstract
We report the one-step synthesis of diversely substituted functional 1,2-dithiolanes by reacting readily accessible 1,3-bis-tert-butyl thioethers with bromine. The reaction proceeds to completion within minutes under mild conditions, presumably via a sulfonium-mediated ring closure. Using X-ray crystallography and UV-vis spectroscopy, we demonstrate how substituent size and ring substitution pattern can affect the geometry and photophysical properties of 1,2-dithiolanes.
Funding Information
  • U.S. Department of War (W911NF-17-1-0326)
  • Division of Materials Research (DMR-1904631)
  • Division of Chemistry (CHE-1808234, CHE-1828064)
  • National Institutes of Health (S10 OD021758-01A1)

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