Electron-Transfer-Initiated Reactions of Organic Peroxides. Reaction of Phthaloyl Peroxide with Olefins and Other Electron Donors

Article abstract of DOI:10.1021/ja00536a027

The reaction of phthaloyl peroxide with a variety of compounds capable of reacting as one- or two-electron donors was investigated.The products and the kinetics of these reactions indicate that the rate-limiting step is the transfer of one electron from the reactant to the peroxide.This conclusion was substantiated by investigating these reactions by laser flash photolysis.This study showed conclusively that odd-electron intermediates are formed in the reaction of phthaloyl peroxide with ground- and excited-state electron donors.These reactions may be prototypical of a general class of electron-transfer-initiated transformations.