Kinetics of the Reaction of Substituted Pyridines with Benzyl Benzenesulfonate ()

[摘要] The rate constant of the reaction of 3-or 4-substituted pyridines with benzyl benzenesulfonate in acetone at 35¡É were determined by an electric conductivity method. According to the Hammett plot, the rates were increased the electron donating ability at the SN2 reaction of benzyl benzenesulfonate with pyridine and 4-NH2 pyridine was correlated with ¥ò+ than Hammett ¥ò value. This result was explained that NH2 group and N atom in pyridine are largely contribute by resonance. In Bronsted plot, 4-amino and electron attracting group were deviated from the increasing part at linearity. It was considered to solvent effects on substituents. A mechanistic possibility was proposed to account for the results. Some activation parameters were also calculated.

[学科分类] 化学（综合）