Reaction of a-toluenethiol with Ebselen oxide, 2, affords dibenzyl disulfide and seleno sulfide 5, R= PhCHP. In the course of this reaction, thiobenzaldehyde is formed and can be trapped with cyclopentadiene in 90% yield. Reaction of 2-propene-1-thiol with 2 afforded thioacrolein dimer in 69% yield and seleno sulfide 5, R= CH2-CH= CH2. Trapping, stereochemical, and isotopic exchange studies were used to determine if in the reaction of ...
