Nucleophilic displacements on halogen atoms. II. Kinetic study of the reactions of. alpha.-Halo sulfones with triphenylphosphine

BB Jarvis, JC Saukaitis

Index: Jarvis,B.B.; Saukaitis,J.C. Journal of the American Chemical Society, 1973 , vol. 95, # 23 p. 7708 - 7715

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Citation Number: 25

Abstract

Abstract: A series of a-halo sulfones, ArCHXSOzPh (where X= CI, Br, I, or Ar is meta and para substituted with a variety of groups: NOs, CN, C1, C02H, C02Et, COCH3, and H), was treated with triphenylphosphine (TPP) in aqueous DMF to give the reduced sulfones, ArCHsSO2Ph, in quantitative yield. A up (using u-constants) correlation gave the following p's:(C1) p=+ 2.23;(Br) p=+ 5.97;(1) p=+ 6.29. The relative rates for the reduction of ...