Characteristic features of photochemical conversions of C-(2-furyl-5-nitro)-N-phenyl- and C,N-di(p-bromophenyl)nitrones in liquid and crystal phases

Article abstract of DOI:10.1007/BF01431109

Photoconversions of C-(2-furyl-5-nitro)-N-phenylnitrone (1) and C,N-di(p-bromophenyl)nitrone (2) were studied in solutions with different polarity. The UV spectrum of 1, unlike that of 2, shows a long-wavelength absorption band, which is observed only in polar solutions. This band corresponds to the intermediate product of the photochemical conversion of compound 1. Based on the results of quantum-chemical calculations, a scheme of probable photoconversion of nitrone 1 in polar solvents and the molecular structure of the intermediate product were suggested. Based on the data of X-ray structural analysis of compounds 1 and 2 and the results of calculations of model compounds, it was demonstrated that solid-phase photoconversion, which is associated with the formation of the oxaziridine heterocycle, can occur.