The Reactions of Substituted Benzyl Arenesulfonates with N,N-Dimethylaniline (II). Substituent Effects of Benzyl Substrates for Benzyl Arenesulfonates

置換 Benzyl Arenesulfonate 와 N,N-Dimethylanilines와의 反應 (第2報). 核置換 Benzyl Arenesulfonate의 置換基效果

  • Yoh Soo Dong (Department of Chemistry, Teacher's College, Kyungpook National University)
  • 여수동 (慶北大學校 師範大學 化學科)
  • Published : 1975.08.30

Abstract

Substituent effects of benzyl substrates for the reaction of substituted benzyl(Z) arenesulfonate(X) with dimethylanilines in (Y) acetone at $35^{circ}$ were studied. The interactions between Z and Y disappeared when changed from electron withdrawing group to releasing group in benzyl substrates. The disappearance of interactions between Z and Y infers change of mechanism from $S_N2 to S_N1$ in substituent Z.

Keywords

References

  1. J. Amer. Chem. Soc. v.90 R. G. Pearson(et al.)
  2. J. Amer. Chem. Soc. v.89 R. G. Pearson(et al.)
  3. J. Chem. Soc. A.J. Parker(et al.)
  4. Pure Appl Chem. v.13 J.F. Coetzee
  5. Organic Solvent J.A. Riddick
  6. J. Korean Chem. Soc. v.19 S.D. Yoh
  7. J. Amer. Chem. Soc. v.75 W.D. Emmons;A.F. Ferris
  8. Bull. Chem. Soc. Japan v.39 Y. Yukawa;Y. Tsuno;M. Sawada
  9. Bull. Chem. Soc. Japan v.45 Y. Yukawa;Y. Tsuno;M. Sawada
  10. J. Chem. Soc. J. W. Baker;W. S. Nathan
  11. J. Chem. Soc. J. W. Baker;W. S. Nathan
  12. J. Korean Chem. Soc. v.15 S.D. Yoh;D. S. Lee;S. Y. Hong
  13. J. Amer. Chem. Soc. v.92 A. Streitwieser;H.A. Hammond;R.H. Jagow;R. W. Williams;R.G. Jesartis;C.J. Chang;R. Wolf