Bulletin of the Korean Chemical Society

  • 제2권2호
  • /
  • Pages.41-45
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  • 1981
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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S$_N$2 Transition State Variation in the Benzenesulfonyl Chloride Sovolysis$^*$

  • 발행 : 1981.06.30
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초록

For solvolyses of benzenesulfonylchlorides we determined transfer enthalpies of transition states, and solvent (TFE + EtOH) and substituent effects on rates. We have used the More O'Ferrall plots to show that transition states variation caused by solvent and substituent changes is consistent with an associative $S_N2$ mechanism for the nucleophilic substitution reaction of benzenesulfonylchlorides.

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참고문헌

  1. J. Amer. Chem. Soc. v.89 E. R. Thornton
  2. J. Amer. Chem. Soc. v.87 E. M. Arnett;W. G. Bentrude;J. J. Burke;P. M. Duggleby
  3. J. Phys. Chem. v.78 R. Guchs;C. P. Hagan;R. F. Rodewald
  4. Tetrahedron Lett. E. Ciuffarin;L. Senatore
  5. JCS Perkin II A. R. Haughton;R. M. Laird;M. J. Spence
  6. J. Amer. Chem. Soc. v.101 P. R. Young;W. P. Jencks
  7. J. Amer. Chem. Soc. v.101 J. M. Harris;S. G. Shafer;J. R. Moffatt;A. R. Bccker
  8. J. Amer. Chem. Soc. v.77 G. S. Hammond
  9. J. Chem. Soc. (B) O. Rogne
  10. J. Korean Chem. Soc. v.17 J. E. Yee;I. Lee
  11. Adv. Phys. Org. Chem. v.1 L. L. Schleger;F. A. Long;V. Gold(ed.)
  12. J. Amer. Chem. Soc. v.98 T. W. Bentely;P. v. R. Schleyer
  13. Tetrahedron Lett J. Kaspi;Z. Pappoport .
  14. J. Amer. Chem. Soc. v.73 S. Winstein;E. Grunwald;J. W. Jones
  15. Adv. Phys. Org. Chem. v.14 T. W. Bentley;P. v. R. Schleyer;V. Gld(ed.);D. Bethell(ed.)
  16. J. Chem. Soc. (B) R. A. More O'Ferrall
  17. Bull. Inst. Basic Science v.1 I. Lee;I. S. Koo
  18. J. Korean Chem. Soc. v.22 I. Lee;W. K. Kim
  19. J. Korean Chem. Soc. v.22 I. Lee;T. Uhm;E. S. Lee
  20. JCS Perkin II L. J. Stangeland;L. Senatore;E. Ciuffarin
  21. J. Amer. Chem. Soc. v.98 F. L. Schadt;T. W. Bentley;P. V. R. Schleyer
  22. J. Amer. Chem. Soc. v.73 C. G. Swain;W. P. Langsdorf
  23. JCS Perkin II E. Ciuffarin;L. Senatore;M. Isola
  24. J. Korean Chem. Soc. v.18 W. K. Kim;I. Lee
  25. J. Chem. Soc. (B) O. Rogne
  26. J. Korean Chem. Soc. v.23 I. Lee;K. B. Rhyu;B. C. Lee
  27. Austral. J. Chem. v.14 F. E. Jenkins;A. N. Hambly

피인용 문헌

  1. Substituent effects on the kinetic solvent isotope effect in solvolyses of arenesulphonyl chlorides vol.6, pp.4, 1981, https://doi.org/10.1002/poc.610060405
  2. Kinetic solvent isotope effect studies on the methanolysis of 1-phenylethyl chlorides vol.6, pp.6, 1981, https://doi.org/10.1002/poc.610060608
  3. Application of the Extended Grunwald-Winstein Equation to the Solvolyses of Phenyl Methanesulfonyl Chloride in Aqueous Binary Mixtures vol.32, pp.6, 2011, https://doi.org/10.5012/bkcs.2011.32.6.1897
  4. Mechanistic Study of the Solvolysis of Piperidine-1-sulfonyl chloride in Binary Solvent Mixtures vol.38, pp.9, 1981, https://doi.org/10.1002/bkcs.11217