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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 15, Number 6
BKCSDE 15(6)
June 20, 1994 

Kinetic Studies on the Aminolysis of 2-Phenyl-1-propyl Arenesulfonates in Methanol
Han Joong Koh, Igor V. Shpan' Ko, Ikchoon Lee*
The results of kinetic studies on the reactions of 2-phenyl-l-propyl arenesulfonates with anilines and benzylamines in methanol at 55.0℃ are reported. The transition state variation with the substituents in the nucleophile (X) and leaving group (Z) is in accord with that expected from a negative ρXZ value. A stronger nucleophile and nucleofuge lead to a greater extent of bond-making and -breaking. Somewhat greater magnitude of ρXZ compared to the nearly constant value for the similar processes at a primary carbon atom has been interpreted to result from a partial contribution of the concurrent frontal displacement path.
502 - 506
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