Intramolecular Nucleophilic Participation. III. Transition State Geometry in the Hydrolysis of o-and p-Carbomethoxycumyl Chlorides

JL Cotter, LJ Andrews, RM Keefer

文献索引：Cotter,J.L. et al. Journal of Organic Chemistry, 1963 , vol. 28, p. 1917 - 1919

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被引用次数: 1

摘要

The solvolysis of o-carbophenoxybenzhydryl bromide takes place much more rapidly than does that of its para is0mer. l The relatively high reactivity of the ortho isomer has been explained on the assumption that its carbophenoxy group can participate electronically in the activation process by releasing electrons to the vacant p-orbital developing at the reaction center. The 0-and p-carbomethoxybenzyl bromides, on the other hand, solvolyze ...