Kinetics and mechanisms of nucleophilic displacements with heterocycles as leaving groups. 3. N-(substituted benzyl)-2, 4, 6-triphenylpyridiniums: effects of benzyl …
…, G Musumarra, K Sakizadeh
文献索引:Katritzky, Alan R.; Musumarra, Giuseppe; Sakizadeh, Kumars Journal of Organic Chemistry, 1981 , vol. 46, # 19 p. 3831 - 3835
1-@-Methoxybenzy1)-and 1-(2-furfuryl)-2, 4, 6-triphenylppidiniums react with piperidine in chlorobenzene by sN1 and sN2 mechanisms, the proportion of sN1 increasing with temperature. Other 1-(substituted benzyl) derivatives show only sN2 reaction. Activation parameters support this interpretation. Substituent effects on sN1 and sN2 rates are discussed.