Bulletin of the Korean Chemical Society

Aminolysis of Benzyl 4-Pyridyl Carbonate in Acetonitrile: Effect of Modification of Leaving Group from 2-Pyridyloxide to 4-Pyridyloxide on Reactivity and Reaction …

AR Bae, IH Um

文献索引：Bae, Ae Ri; Um, Ik-Hwan Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 8 p. 2719 - 2723

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被引用次数: 1

摘要

Abstract A kinetic study is reported for nucleophilic substitution reactions of benzyl 4-pyridyl carbonate 6 with a series of alicyclic secondary amines in MeCN. The plot of pseudo-first- order rate constant () vs.[amine] curves upward, which is typical for reactions reported previously to proceed through a stepwise mechanism with two intermediates (ie, a zwitterionic tetrahedral intermediate and its deprotonated form). Dissection of into the ...