Abstract
The studies by the Millers (1970) have established that electrophilic nitrenium ions are the ultimate reactive metabolites formed in the course of the metabolism of mutagenic and carcinogenic aromatic amines. Nitroarenes can likewise form nitrenium ions (Rosenkranz and Mermelstein, 1983). In both cases, arylhydroxyl-amines are formed first and are further activated by esterification (e.g. sulfation, acetylation). Hydrolysis of the esters yields the nitrenium ions. Such esters have been extensively used for the production of and studies on nitrenium ions (Scribner et al., 1970). In practice, however, their synthesis and use have been hampered by a number of difficulties such as instability of the required hydroxyl-amines under aerobic conditions and instability of the esters in the presence of water. A more convenient source of nitrenium ions would therefore be welcome.
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Wild, D. (1990). Mutagenic Arylazides, Arylnitrenes, Arylnitrenium Ions. In: Howard, P.C., Hecht, S.S., Beland, F.A. (eds) Nitroarenes. Environmental Science Research, vol 40. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-3800-4_24
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DOI: https://doi.org/10.1007/978-1-4615-3800-4_24
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