36264-19-4Relevant articles and documents
Oxidation of Benzotrithiole Analogues. Photochemical Rearrangement of Benzotrithiole 2-Oxides to Benzotrithiole 1-Oxides involving Intramolecular Oxygen Migration
Yomoji, Naoki,Takahashi, Shouichi,Chida, Shin-ichi,Ogawa, Satoshi,Sato, Ryu
, p. 1995 - 2000 (2007/10/02)
4,8-Dialkylbenzobistrithioles 2 were readily oxidized by m-chloroperbenzoic acid, N-bromosuccinimide and N-iodosuccinimide to form both benzobistrithiole 1- and 2-oxides (4 and 5), and the ratio was dramatically affected by the kind of oxidizing agent used.Irradiation of the oxidized products, benzobistrithiole 2-oxides 5, in acetonitrile with a high-pressure mercury lamp gave benzobistrithiole 1-oxides 4 quantitatively.Photolysis of benzo- and naphtho-trithiole 2-oxides also yielded benzo- and naphtho-trithiole 1-oxides.These photochemical oxygen migrations were shown to proceed intramolecularly via an excited singlet state by 18O-labelled, cross-over and triplet quencher experiments.