Prediction of tautomeric equilibrium constant in the gas phase for simple compounds containing the amidine group

• Autorzy: Raczyński E.D. , Taft R.W.
• Języki publikacji: EN

Abstrakty

EN

Prototropic tautomerism together with conformational and configurational isomerism with respect to the C-N single and C=N double bond have been considered for simple compounds containing the amidine group, -NH-C(R)=N-. General methods, based on the theoretical (AM1) calculations for prediction of the tautomeric equilibrium constant (as pK-T) in the gas phase have been discussed and illustrated by their application to cyclic and acyclic N,N'-disubstituted amidines containing substituent(s) without heteroatoms. The results obtained for simple cyclic amides are similar to those reported in solution. The pK-T values calculated for simple acyclic amidines are in good agreement with those found on the basis of the experimental substituent effects observed for non tautomerizing amidines in the gas phase.

Słowa kluczowe

EN

prototropic tautomerism; pK-T prediction; semiempirical (AM1) calculations; structural effects; cyclic and acyclic N,N'-disubstituted amidines

• Wydawca: Polskie Towarzystwo Chemiczne
• Czasopismo: Polish Journal of Chemistry
• Rocznik: 1998
• Tom: Vol. 72, nr 6
• Strony: 1054--1067
• Opis fizyczny: Bibliogr. 34 poz., tab., wykr.

Twórcy

autor

Raczyński E.D.

autor

Taft R.W.

• Institute of General Chemistry Agricultural University 02-528 Warszawa Poland