par Fierens, Paul Jean Charles ;Halleux, André
Référence Bulletin des Sociétés chimiques belges, 64, 11-12, page (717-727)
Publication Publié, 1955
Article révisé par les pairs
Résumé : The mechanism of activated nucleophilic substitution in the aromatic series (S. N. A.*) can be integrated in the general scheme of S. N. synchronous mechanisms. The relative order of mobilities of the halogens in S. N. A. * type reactions, wich varies with the nucleophilic activity of the reagent is in good agreement with a gradation of S. N. mechanisms in aromatic and aliphatic bimolecular nucleophilic substitutions. This phenomenon depends on the balance of bond‐breaking and bond‐making which has occurred in the transition state; this is determined, to a large extent, by the nucleophilic power of the reagent and the nature of the replaced group in the organic substrate. Experimental results show that S. N. A. *‐type reactions are sensitive to steric as well as polar effects of substituents. Copyright © 1955 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim