Bulletin of the Korean Chemical Society

A Kinetic Study on Aminolysis of t-Butyl 4-Pyridyl Carbonate and Related Compounds: Effect of Leaving and Nonleaving Groups on Reaction Mechanism

JS Kang, JI Lee, IH Um

Index: Kang, Ji-Sun; Lee, Jae-In; Um, Ik-Hwan Bulletin of the Korean Chemical Society, 2012 , vol. 33, # 9 p. 2971 - 2975

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Abstract

Abstract Second-order rate constants have been measured spectrophotometrically for nucleophilic substitution reactions of t-butyl 4-pyridyl carbonate 8 with a series of alicyclic secondary amines in at. The Br nsted-type plot for the reactions of 8 is linear with= 0.84. The value obtained for the reactions of 8 is much larger than that reported for the corresponding reactions of t-butyl 2-pyridyl carbonate 6 (ie,= 0.44), which was proposed to proceed ...