Title of article :
Tautomeric equilibria for ionized oxamic acid - inhibitor of LDH
Author/Authors :
Raczyńska, Ewa D Department of Chemistry - Warsaw University of Life Sciences (SGGW) - 02-776 Warszawa, Poland , Hallmann, Małgorzata Department of Chemistry - Warsaw University of Life Sciences (SGGW) - 02-776 Warszawa, Poland , Duczmal, Kinga Department of Chemistry - Warsaw University of Life Sciences (SGGW) - 02-776 Warszawa, Poland
Abstract :
Amide-iminol tautomerism was studied for ionized oxamic acid (OA+•) in the gas phase using the
DFT method with the UB3LYP functional and various basis sets {6-31++G(d,p), 6-311+G(d,p), and augcc-
pVDZ}. Among twenty tautomers-rotamers possible for OA+•, eleven isomers were found to be
thermodynamically stable. Similarly as for the neutral molecule, ionization (OA → OA+• + e) favors the
amidization process (amide ← iminol). Isomerization seems to change solely the conformational
preferences. π-Electron delocalization in the NCO and OCO moieties is close to that for n-π conjugated
fragments.
Keywords :
Oxamic acid , Amide-iminol tautomerism , Ionization , π-Electron delocalization , DFT
Journal title :
Astroparticle Physics
