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Analyse conformationnelle a l'aide de la notation des angles de torsion-VIII: Interpretation conformationnelle de la reaction de substitution nucleophile(SN2) dans la serie des cycles petits et moyens
Authors:E. Toromanoff
Affiliation:Centre de Recherches Roussel-Uclaf, 102, route de Noisy, 93230- Romainville, France
Abstract:Taking geometric constraints into account, involved at the carbon atom undergoing configurational inversion in SN2 displacement reactions of cyclic compounds, the conformational course of the reaction can be analysed. This method allows a rationalization of the relative rates of SN2 reactions of isomeric compounds in the cyclohexane, cyclohexene, cyclopentane, and cyclopentene series. Conformational factors involved in the displacement reaction, which may orient it towards either SN2 or SN2' type of reaction are discussed.
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