10486-59-6Relevant academic research and scientific papers
Photochemistry and Photophysics of Aromatic Sulfoxides. 3. α-Cleavage and the Role of the Sulfenic Ester
Guo, Yushen,Jenks, William S.
, p. 5480 - 5486 (1995)
The photochemistry of aryl benzyl sulfoxides is described.The initial event is homolytic cleavage to form a singlet sulfinyl/benzyl radical pair.The radical pair partitions between reversion to starting material with at least partial racemization and closure to form a sulfenic ester.With acetone sensitization, the primary radical pair also undergoes quite significant escape, leading to formation of diphenylethane and aryl arenethiosulfonates.Secondary photolysis of the sulfenic ester leads exclusively to S-O homolysis, yielding the radical pair from which isolated products are derived.Quantum yields and other mechanistic observations are discussed.
