Sulfonylvs.carbonyl group: which is the more electron-withdrawing?
Literature Information
Isabelle Chataigner, Cécilia Panel, Hélène Gérard, Serge R. Piettre
Unexpectedly high reactivity of nitrogenated aromatics protected as amides or carbamates, when compared to sulfonamides, can be explained by a decrease of the aromaticity due to a greater ability of the carbon-centered groups to achieve delocalisation of the nitrogen lone pair, resulting in stronger global withdrawing effects.
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