DOI QR코드

DOI QR Code

Cross Interaction Between Identical Groups

  • Published : 1987.06.20

Abstract

Various useful relations involving Hammett's and $Br{\phi}nsted's$ coefficients are derived for cross interactions between identical groups: ${\rho}_{ii}={\rho}^N+{\rho}^L$, ${\rho}^L-{\rho}^N=1$, ${\beta}_{ii}={\beta}_N+{\beta}_L$ and ${\beta}_N-{\beta}_L=1$. The use of these relations enable us to correctly interprete the transition state structure. Another advantage of the use of these relations is to use ${\rho}/{\rho}_e$ for the determination of corresponding ${\beta}$ values instead of plotting log k vs $pK_{lg}$, once ${\rho}_e$ values for standardizing equilibria are obtained.

Keywords

References

  1. J. Chem. Soc., Chem. Commun. I. Lee;S. C. Sohn
  2. Tetrahedron Lett. I. Lee;H. K. Kang
  3. J. Am. Chem. Soc. v.106 J.-E. Dubois;M.-F. Ruasse;A. Argile
  4. Chem. Rev. v.85 W. P. Jencks
  5. Correlation Analysis of Organic Reactivity J. Shorter
  6. J. Am. Chem. Soc. v.106 E. S. Lewis;D. D. Hu
  7. Acc. Chem. Res. v.17 A. Williams
  8. J. Am. Chem. Soc. v.101 E. S. Lewis;S. Kukes
  9. J. Am. Chem. Soc. v.99 J. M. Wilson;R. J. Bayer;O. J. Hupe
  10. J. Chem. Soc., Perkin 4 G. Petrillo;M. Novi;G. Garbarino;C. Deil 'Erba
  11. Can. J. Chem. v.57 B.-L. Poh
  12. J. Am. Chem. Soc. v.108 R. V. Hoffman;J. M. Shaukweiler

Cited by

  1. Cross interaction constants as a measure of the transition state structure (part III). Mechanism of reactions between 1-phenylethyl benzenesulfonates with N,N-dimethylanilines vol.2, pp.1, 1987, https://doi.org/10.1002/poc.610020105
  2. Cross-interaction constants as a measure of the transition state structure. Part 8. Mechanism of the reaction of 2-phenylethyl benzenesulphonates with benzylamine in acetonitrile vol.3, pp.8, 1987, https://doi.org/10.1002/poc.610030808
  3. Cross-interaction constants as a measure of the transition state structure. Part 9. The degree of bond formation in theSN2 transition state involving anionic nucleophiles vol.3, pp.8, 1990, https://doi.org/10.1002/poc.610030809
  4. Cross interaction constants as a measure of the transition state structure. 13. Steric effects of theN,N-dimethyl group on the transition state structure in aminolysis of alkyl benzenesulphonates vol.3, pp.11, 1987, https://doi.org/10.1002/poc.610031109
  5. Cross-interaction constants as a measure of the transition state structure. Part 15. Kinetic isotope effects in the SN2 reactions of 2-phenylethyl derivatives with deuterated aniline nucleophiles vol.4, pp.2, 1991, https://doi.org/10.1002/poc.610040206