Nucleophilic displacement at sulfur center. 22. Nucleophilic substitution reaction of phenylmethanesulfonyl halides with anilines

I Lee, HK Kang, HW Lee

Index: Lee, Ikchoon; Kang, Han Keun; Lee, Hai Whang Journal of the American Chemical Society, 1987 , vol. 109, # 24 p. 7472 - 7477

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Citation Number: 30

Abstract

Abstract: Kinetic studies on the nucleophilic substitution reaction of Y-substituted phenylmethanesulfonyl halides with X-substituted anilines in methanol-acetonitrile have been carried out in order to elucidate the reaction mechanism. The phenylmethanesulfonyl fluorides (PSF) had markedly lower rates and smaller magnitudes of px and py values compared with those for the chlorides (PSC). On the contrary, however, the magnitude of ...