PHOTOREACTIONS OF N-TOSYLDIHYDRODIAZAAZULANONES TO FORM DIAZAAZULANONES AND IONIC PAIRS BETWEEN p-TOLUENESULFONATE ANION AND TROPYLIUMIONS

摘要

Low pressure mercury lamp irradiations of N-aryl-N'-tosyl-dihydrodiazaazulanones in acetonitrile afforded the corresponding N-aryldiazaazulanones.Analogous photoreactions but using tetrahydrofuran as a solvent gave ion pairs between p-toluenesulfonate (tosylate) anion and the corresponding tropylium ions.The reactions are considered to proceed via bond cleavage between the nitrogen atoms and the tosyl groups to form ionic intermediates,which leave tosylate anions and protons to form the diaza azulanone derivatives ou give tihe ion pairs via ydrogen transfers.