A theoretical study on the solvent-assisted proton transfer in 5-hydroxyisoxazole

  • Liang Y
  • Yi P
  • Cao C
  • 2


    Mendeley users who have this article in their library.
  • 5


    Citations of this article.


The process of the ground-state solvent-assisted (water, ammonia and methanol) proton transfer between 5-hydroxyisoxazole (HIO) and 5-ketoisoxazole (KIO) is studied using density functional theory of quantum chemistry method at B3LYP/6-31G* and B3LYP/6-31G** level. The calculated results show that the enol tautomers of all the clusters is more stable with 1.75 to 2.84 kcal mol-1than the keto tautomers, and the barriers of intermolecular proton transfer in the clusters are low, ranging from 6.26 to 9.60 kcal mol-1at B3LYP/6-31G** level. The calculations at B3LYP/6-31G* level underestimate the stability of enol tautomers and the barrier of proton transfer. © 2005 Elsevier B.V. All rights reserved.

Author-supplied keywords

  • 5-Hydroxyisoxazole
  • Density functional theory
  • Intermolecular proton transfer
  • Tautomers
  • Transition state

Get free article suggestions today

Mendeley saves you time finding and organizing research

Sign up here
Already have an account ?Sign in

Find this document


Cite this document

Choose a citation style from the tabs below

Save time finding and organizing research with Mendeley

Sign up for free