The reaction of t-butoxyl radicals with glycidols and their O-tributyltin derivatives: homolytic 1,5-transfer of hydrogen and of tin from enoxyl oxygen to alkoxyl oxygen

Abstract

The interaction of t-butoxyl radicals with glycidol, α-, β-, and γ-methylglycidol, and their O-tributyltin derivatives (A, M = H or Bu 3Sn) have been studied by ESR spectroscopy. ▪ The radicals B and C are formed successively. In C, the tributyltin group, or the hydrogen atom, then undergoes an intramolecular 1,5- rearrangement from enoxyl oxygen to alkoxyl oxygen, and the spectra of the enoxyl radical D are observed.