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Substitution Électrophile Aliphatique II. Influence de l'effet stérique dans la bromo et l'iododemétallation de dérivés alcoylés de l'étain (1)

par Gielen, Marcel ;Nasielski, Jacques
Référence Bulletin des Sociétés chimiques belges, 71, 9-10, page (601-614)
Publication Publié, 1962

Article révisé par les pairs

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Résumé :

The rates of the reactions of tetraalkyltins (R4Sn) with bromine in dimethylformamide and acetic acid solutions and with iodine in acetic acid are found to depend on steric effects (kMe> kEt > knPr), caused by the R3Sn leaving group. Trialkyltin bromides (R3SnBr) are cleaved by bromine in acetic acid in a reactivity sequence (kMe < kEt > knPr) which is best explained by an increasing importance of inductive effects. Copyright © 1962 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim