2,7-Di-tert-butylnaphtho[1,8-cd][1,2]dithiole 1,2-dioxides: Thermally Stable, Photochemically Active vic-Disulfoxides

Research output: Contribution to journalArticle

Authors

Colleges, School and Institutes

Abstract

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).

Details

Original languageEnglish
Pages (from-to)4832-4835
Number of pages4
JournalAngewandte Chemie (International Edition)
Volume48
Issue number26
Publication statusPublished - 1 Jan 2009

Keywords

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