Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Correlation between the Reactant Complex or Transition State Conformations and the Reactivity of 4-Nitrophenyl Benzoate and Its Sulfur Analoguew with Anoinic Nucleophiles by Comparative Molecular Field Analysis (CoMFA)

  • Published : 1996.07.20
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Abstract

A comparative molecular field analysis (CoMFA) was carried out for the correlation of the transition state structures and the reaction rates for the SN2 reaction of 4-nitrophenyl benzoate and its sulfur analogs with anionic nucleophiles. The CoMFA analysis showed that both steric and electrostatic effects are important, and the steric contribution increased when nucleophiles are alkoxides or arylsulfides. In this study, we have demonstrated that the CoMFA analysis can be expanded beyond the scope of dealing with reactants and products. The reactant complex and transition state conformations generated along the reaction path can be more appropriately used for the correlation of structures and reaction rates.

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References

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