Oxidation of sorbityl furfural induced by radiolytically produced OH radical in the presence of oxygen shows two competing reaction paths, which both preserve the acetal ring. Peroxidation of the hydroxylated furanic ring mantains the ring structure through HO2 elimination, while peroxidation of the pseudo allylic radical leads to a tetroxide, which undergoes a Russel mechanism. Ab-initio and semiempirical computations allow to rationalize the proposed reaction routes.
G. Poggi, M. D'Angelantonio, M.L. Russo, S.S. Emmi (2008). A kinetic, spectral and theoretical investigation on the role of oxygen in the radiolytic oxidation of a sorbityl cyclic acetal. RESEARCH ON CHEMICAL INTERMEDIATES, 34, 1-20.
A kinetic, spectral and theoretical investigation on the role of oxygen in the radiolytic oxidation of a sorbityl cyclic acetal
POGGI, GABRIELLA;
2008
Abstract
Oxidation of sorbityl furfural induced by radiolytically produced OH radical in the presence of oxygen shows two competing reaction paths, which both preserve the acetal ring. Peroxidation of the hydroxylated furanic ring mantains the ring structure through HO2 elimination, while peroxidation of the pseudo allylic radical leads to a tetroxide, which undergoes a Russel mechanism. Ab-initio and semiempirical computations allow to rationalize the proposed reaction routes.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
