Solvolysis of N-sulfonoxyacetanilides in aqueous and alcohol solutions: generation of electrophilic species

…, M Pelecanou, AK Roy, AF Andronico…

文献索引：Novak, Michael; Pelecanou, Maria; Roy, Ajit K.; Andronico, Anthony F.; Plourde, Francine M.; et al. Journal of the American Chemical Society, 1984 , vol. 106, # 19 p. 5623 - 5631

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被引用次数: 64

摘要

Abstract: A series of ring-substituted N-sulfonoxyacetanilides (la-f) were synthesized, and their solvolysis reactions in aqueous and alcohol solvents were studied. These compounds serve as models for the carcinogenic metabolites of polynuclear aromatic amides. Kinetic and product studies yielded evidence for solvolysis via NO bond cleavage in aqueous solution with generation of tight ion pairs and solvent-separated ion pairs. The tight ion ...