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Substitution électrophile aromatique. VII. Étude de l'étape déterminants de l'iododéstannylation par effet de solvant

par Nasielski, Jacques ;Buchman, Ouri ;Grosjean, Mireille ;Hannecart, Étienne
Référence Bulletin des Sociétés chimiques belges, 77, 1-2, page (15-19)
Publication Publié, 1968

Article révisé par les pairs

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Résumé :

The reaction of phenyltrimethyltin with iodine is faster than that of phenyltriisopropyltin, but the ratio of the second order rate constants for both compounds is however the same in methanol and in isopropanol. Since isopropanol is less nucleophilic towards tin than methanol, it is concluded that the rate‐determining step in this electrophilic aromatic substitution is the attack by the reagent, and that the breaking of the carbon‐tin bond is a fast, kinetically non significant step. Copyright © 1968 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim