Conformational and tautomeric equilibria of formohydroxamic acid in the gas phase and in aqueous solution

by Stinchcomb, D. M.; Pranata, J.

The extent of tautomerism and conformational isomerism in formohydroxamic acids was explored using ab initio calculations. Several new conformers were identified, as well as a new tautomeric form that may be viewed as the N-oxide of imidic acid. In most cases, these new isomers are less stable than those previously discussed in the literature. Hydration effects were explored using AM1-SM2 and PM3-SM3 calculations. The new N-oxide tautomers were found to be preferentially stabilized compared to the gas phase, but not to the extent of making them competitive with the global minimum.

Journal
Journal of Molecular Structure-Theochem
Volume
370
Issue
1
Year
1996
Start Page
25-32
URL
https://dx.doi.org/10.1016/s0166-1280(96)04607-6
ISBN/ISSN
0166-1280
DOI
10.1016/s0166-1280(96)04607-6