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Relative nucleophilic reactivity of pyridines and pyridine N-oxides (supernucleophilicity of pyridine N-oxides)
Authors:V. P. Andreev
Affiliation:(1) Petrozavodsk State University, pr. Lenina 33, Petrozavodsk, 185910, Russia
Abstract:Supernucleophilicity of pyridine N-oxides in acyl transfer reactions was rationalized for the first time on a theoretical level. Unlike pyridines, transition state derived from pyridine N-oxides is stabilized by direct conjugation between the nucleophilic and electrophilic components.
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