Affiliation: | aIstituto Superiore di Sanità, Laboratorio di Chimica del Farmaco, Viale Regina Elena 299, 00161 Roma, Italy bDipartimento di Chimica Fisica, Gruppo Chimica Teorica, Università, Via Archirafi 20, 90123 Palermo, Italy |
Abstract: | 7,8-dihydroquinoline-4,5 (1H,6H)-dione (1) and 7,8-dihydroquinoline-2,5-(1H,6H)-dione (2) in their tautomeric oxo and hydroxy forms have been studied by ab initio Hartree-Fock calculations; tautomerization energies predict a more stable hydroxy structure having an intramolecular hydrogen bond for compound 1, whereas the oxo form is slightly-preferred for compound 2. Fourier Transform-Infra Red (FT-IR) spectra in CHCl3 solution indicate that the predicted most stable tautomers in the vapour phase remain as such. |