SYNTHESIS OF METHACRYLIC-TYPE PEROXIDIC COMPOUNDS AND STUDY OF THEIR HOMOLYTIC INDUCED DECOMPOSITION IN SOLUTION

Various unsaturated peroxidic compounds have been prepared, characteri zed and inductively decomposed in various solvents to afford the corre sponding oxiranes. The reaction proceeded by a radical chain mechanism and was initiated either by thermolysis of added t-butyl peracetate a t 110 degrees C or AIBN at 80 degrees C, or by autoxidation of BEt(3) at 20 degrees C. The studied peroxyderivatives were designed to genera te oxyl radicals reacting either by isomerization (e.g. intramolecular 1,5-hydrogen atom transfer, cyclization or beta-scission of a cyclic structure), fragmentation or hydrogen atom transfer to solvents to yie ld functional alkyl radicals. (C) 1997, Elsevier Science Ltd.