Study of Novel Tautomeric System of N,N'-(4-HydroxyphenylMethylene) Diuride by Computational Prediction of the Energies and Structural Geometries and 13C-NMR Spectra of the Tautomers

According to different computational programs, bis-amide (I) has 8 tautomers and aninteresting tautomerism system involving –- NH-C(=O)-NH2 and –- N=C(OH)-NH2 and–- NH-C(OH)=NH moieties can be predicted for it. Focusing on the case, energies andstructural properties of these tautomers were computed, using HF and DFT methods. Onthe other hand, as almost all the programs predict the same 4 tautomers as the most stablestructures, the 13C-NMR spectra of these 4 tautomers were also predicted and compared.The data then was used for interpretation of the experimental 13C-NMR spectrum of bisamide(I). The results are presented and discussed here.

Keywords:

tautomerism , bis-urides , computational methods