Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Kinetic Studies on the Aminolysis of 2-Phenyl-1-propyl Arenesulfonates in Methanol

  • Koh Han Joong (Department of Chemistry, Inha University) ;
  • Igor V. Shpan Ko (Department of Chemistry, Donetsk State University) ;
  • Lee Ikchoon (Department of Chemistry, Inha University)
  • Published : 1994.06.20
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Abstract

The results of kinetic studies on the reactions of 2-phenyl-l-propyl arenesulfonates with anilines and benzylamines in methanol at $55.0^{\circ}C$ 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 ${\sigma}_{XZ}$ value. A stronger nucleophile and nucleofuge lead to a greater extent of bond-making and -breaking. Somewhat greater magnitude of ${\sigma}_{XZ}$ 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.

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  1. ChemInform Abstract: Kinetic Studies on the Aminolysis of 2-Phenyl-1-propyl Arenesulfonates in Methanol. vol.26, pp.8, 1994, https://doi.org/10.1002/chin.199508070
  2. Kinetic Studies on the Aminolysis of 2-(p-Substitutedbenzoyl)-4,5-dichloropyridazin-3-ones vol.30, pp.11, 1994, https://doi.org/10.5012/bkcs.2009.30.11.2779