ESR SPECTRA OF ELECTROCHEMICALLY GENERATED ANION RADICALS OF THE NITROFURAN SERIES

Article abstract of DOI:10.1016/0022-2860(83)80017-9

ESR spectra of anion radicals for 29 derivatives of 5-nitrofuran, elctrochemically generated in situ, have been obtained and studied.Using spectral HFS constants and quantum chemical model parameters (INDO), the structures of ?- and ?-electron systems of 2-nitrofuran and its anion radical have been investigated.Furan ring substituent effects on lone electron distribution have been investigated.On the lone electron level, transmission of substituent effects through the ring has been found to be higher in the case of furan, and lower in the case of thiophene and selenophene, with respect to the benzene ring.Delocalization of the lone electron in various ring-attached substituents has been elucidated.Kinetic studies of radical decay showed a rise in stability with increasing delocalization of the lone electron.