Characterization of Low-Barrier Hydrogen Bonds. 5. Microsolvation of Enol-Enolate. An ab Initio and DFT Investigation.

@article{Pan1997CharacterizationOL,
  title={Characterization of Low-Barrier Hydrogen Bonds. 5. Microsolvation of Enol-Enolate. An ab Initio and DFT Investigation.},
  author={Yongping Pan and Michael A. McAllister},
  journal={The Journal of organic chemistry},
  year={1997},
  volume={62 23},
  pages={8171-8176}
}
Hartree-Fock, Møller-Plesset, and DFT calculations have been carried out using the 6-31+G(d,p) basis set to study the effect of microsolvation on the strength of a representative low-barrier hydrogen bond. In the gas phase, the hydrogen bond formed between vinyl alcohol (enol) and the corresponding oxyanion (enolate anion) is approximately 30 kcal/mol, with a calculated energy barrier for proton transfer from the enol to the enolate anion that is lower than the zero-point vibrational energy… CONTINUE READING