Detection and Decomposition of Di-tert-butyl Disulfide - Polyoxide Derivatives

Article abstract of DOI:10.1021/jo00109a042

The chemistry of di-tert-butyl disulfide polyoxide derivatives has been investigated.Low-temperature experiments permit the clear detection of vic-disulfoxides (α-disulfoxides).In addition, a proposal for a decomposition mechanism that accounts for the detection of one of the diastereoisomers and the formation of the final products has been advanced.The formation of di-tert-butyl thiosufonate was also shown to be solvent and concentration dependent.Finally, low-temperature experiments permit the detection of the sulfinyl sulfone and vic-disulfone derivatives.A general mechanism has been proposed for the decomposition of these disulfide polyoxide derivatives.