THE FUNCTIONALIZATION OF SATURATED HYDROCARBONS .34. A STUDY ON THE MECHANISM OF TEMPO TRAPPING IN GIF-TYPE SYSTEMS

摘要

The photolysis of Barton PTOC esters (radical reaction) in presence of Tempo produces alkyl-Tempo in very good yield. Good results are also obtained with Fe-II-H2O2 system (pyridine, Picolinic Acid, hydrocarbon). In this case the Fe-II-Fe-IV manifold is responsible for the formation of the adduct. Using Fe-III-H2O2, Tempo adduct is formed at the same rate as the oxidation products. Mechanistic studies suggest the oxidation of Tempo by the Fe-V to give an oxoamonium salt and an Fe-IV species. Copyright (C) 1996 Elsevier Science Ltd [References: 35]