2,7-Di-tert-butylnaphtho[1,8-cd][1,2]dithiole 1,2-dioxides: thermally stable, photochemically active vic-disulfoxides

Richard S. Grainger, Bhaven Patel, Benson M. Kariuki

Research output: Contribution to journalArticle

25 Citations (Scopus)


Bulking up: The thermal barrier to rearrangement of a vic-disulfoxide is significantly increased through steric buttressing about the (O)S--S(O) bond. Whereas the title compounds represent the most thermally stable vic-disulfoxides known to date, they also undergo a novel photomediated epimerization at room temperature (see scheme).
Original languageEnglish
Pages (from-to)4832-4835
Number of pages4
JournalAngewandte Chemie (International Edition)
Issue number26
Publication statusPublished - 9 Jun 2009


  • isomerization
  • oxidation
  • rearrangement
  • sulfur heterocycles
  • substituent effects


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