THERMAL DECOMPOSITION OF 17O-LABELED t-BUTYL o-METHYLTHIO- AND o-PHENYL-THIOPEROXYBENZOATES STUDIED BY 17O NMR. THE SULFURANYL RADICAL STRUCTURE OF THE o-THIOBENZOYLOXY RADICALS

Abstract
T-Butyl o-methylthio- and o-phenylthioperoxybenzoates-[C=17O] were prepared and decomposed thermally in chlorobenzene. The oxygen labels were detected by 17O NMR spectroscopy preferentially at the carbonyl oxygen of 3,1-benzoxathian-4-one and diphenyl 2,2′-dithiodibenzoate, demonstrating the bridged sulfuranyl radical structures for the o-thiobenzoyloxy radicals.