Nucleophilic substitution reactions of 1-phenylethyl benzenesulfonates with anilines in methanol-acetonitrile

I Lee, HY Kim, HK Kang, HW Lee

Index: Lee, Ikchoon; Kim, Hyung Yoon; Kang, Han Keun; Lee, Hai Whang Journal of Organic Chemistry, 1988 , vol. 53, # 12 p. 2678 - 2683

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Citation Number: 45

Abstract

Nucleophilic substitution reactions of 1-phenylethyl benzenesulfonates with anilines have been investigated in methanol-acetonitrile mixtures at 25 “C. Magnitudes of the Hammett coefficients px, py, and pz indicate that a stronger nucleophile leads to a greater degree of bond cleavage whereas a stronger nucleofuge leads to tighter bond formation in the transition state. Magnitudes of cross interaction constants between substituents in the ...