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Substitution électrophile aromatique. V. Démétallation de dérivés organostanniques aromatiques par HCl dans le Méthanol

par Buchman, Ouri ;Grosjean, Mireille ;Nasielski, Jacques ;Martin, Richard
Référence Helvetica chimica acta, 47, 7, page (1695-1700)
Publication Publié, 1964

Article révisé par les pairs

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Résumé :

The reactivity of a series of aryltrialkyltins towards HCl in methanol has been determined; the reaction is shown to be an aromatic electrophilic substitution. Steric effects are less operative in this case than in iodo‐destannylation; methanolic HCl appears thus to be less bulky than iodine. Although HCl is 104 times less reactive than I2, the sensitivity to electronic effects is the same in both reactions, showing that the reactivity‐selectivity relationship is not a general one. Copyright © 1964 Verlag GmbH & Co. KGaA, Weinheim