Theoretical investigation of tautomerism of 2- and 4-pyridones: origin, substituent and solvent effects
Marija Baranac‐Stojanović, Jovana Aleksić, Milovan Stojanović
Abstract
DFT calculations show that the tautomeric equilibria of 2- and 4-pyridones are controlled by different effects and can be modulated by substituents and medium polarity. A more polar medium favours the more polar lactam form.
Topics & Concepts
TautomerChemistrySubstituentAromaticityComputational chemistryHydrogen bondPauli exclusion principleSolvent effectsSolventPhotochemistryStereochemistryMoleculeOrganic chemistryCondensed matter physicsPhysicsChemical Reaction MechanismsStructural and Chemical Analysis of Organic and Inorganic CompoundsCrystallography and molecular interactions