Kinetic Implications of Remote Participation during Photooxidation at Sulfur

Article abstract of DOI:10.1021/jo00018a007

The kinetic behavior of 17 hydroxy-substituted sulfides in their reactions with singlet oxygen have been investigated by using a time-resolved kinetic method and by competition.A dramatic 11.6-fold rate increase in the chemical rate was observed when the hydroxy groups were separated from the sulfide reaction center by three carbon atoms, indicative of remote hydroxy participation and the presence of a sulfurane on the reaction surface.