DISPLACEMENT OF O- VERSUS N-SUBSTITUENTS FROM NITROSAMINE-DERIVED DIAZENIUM IONS BY THREE DIVERGENT MECHANISMS

Article abstract of DOI:10.1016/0040-4039(88)85043-3

Cations formed on O-coordination of N-nitrosodimethylamine with different electrophiles decomposed by different routes: dissociation of Me2N=NOCMe3(1+) ClO4(1-); regeneration of free nitrosamine by nucleophilic cleavage of the O-Si bond in Me2N=NOSiMe3(1+) CF3SO3(1-); and nucleophilic displacement of the N-methyl groups from Me2N=NOSO2CF3(1+) CF3SO3(1-).