El. Clennan et Hw. Zhang, PHOTOOXIDATION OF SULFENIC ACID-DERIVATIVES .3. OXYGEN ISOTOPIC TRACER EVIDENCE FOR THE ORIGIN OF THE SULFONYL PRODUCTS, Journal of organic chemistry, 59(26), 1994, pp. 7952-7954
Isotopic labeling studies with O-32(2)/O-36(2) mixtures during photoox
idations of sulfides, sulfenamides, sulfenate esters, and disulfides r
eveal that the oxygens in the sulfonyl products (R(2)SO(2)) are from d
ifferent oxygen molecules except in the case of disulfides which impli
cates a new mechanism for the photooxidations of disulfides involving
a novel intramolecular cleavage of the sulfur-sulfur bond in a perthio
lsulfinate intermediate.