Formation of sulfur-centered cation radicals by photofragmentation

Richard S. Glass, Jeffrey L. Broeker, Elke Anklam, Klaus Dieter Asmus

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

The selected dialkyl dithioethers 1,5-dithiocane, 1,4-dithiepane, 1,4-dithiane, and 2,6-dithiaheptane are readily monoalkylated in nitromethane by tert-butyl O-trifluoromethanesulfonyl-3-hydroxyperoxypropanoate, 6, to give the corresponding sulfonium salt peresters 2a-c, and 3 in good yield. Laser flash photolysis of these compounds affords the known two-sulfur, three-electron stabilized cation radicals 2a, b, and 5 which were characterized by optical absorption spectroscopy.

Original languageEnglish (US)
Pages (from-to)1721-1724
Number of pages4
JournalTetrahedron Letters
Volume33
Issue number13
DOIs
StatePublished - Mar 24 1992

Keywords

  • Sulfur-centered cation radical formation
  • laser flash photolysis
  • perester fragmentation

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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