THE SOLVOLYSIS OF N-ACETOXY-4-ACETYLAMINOSTILBENE: IRREVERSIBLE FORMATION OF NITRENIUM IONS

Article abstract of DOI:10.1016/S0040-4039(00)99496-6

Extensive kinetic studies and product analysis, coupled with O-18 labeling experiments have shown that the solvolysis of N-acetoxy-4-acetyl-aminostilbene in buffered aqueous acetone proceeds via irreversible nitrenium ion formation.The conflict between this conclusion and that of a previous study is explained.