6533b82dfe1ef96bd129124f

RESEARCH PRODUCT

Theoretical study on hydration of symmetrically different diazanaphthalenes

Juan C. GarroMario R. EstradaCarlos A. PonceGraciela N. ZamarbideFrancisco Tomas VertCésar A. Spedaletti

subject

ChemistryDiazanaphthaleneProtonationCondensed Matter PhysicsEnergy minimizationBiochemistrychemistry.chemical_compoundQuinoxalineCovalent bondComputational chemistryQuinazolineMoleculePhysical and Theoretical ChemistryBasis set

description

Abstract Quinazoline (symmetrical) and quinoxaline (unsymmetrical), diazanaphthalenes involved in certain biological reactions, have been studied computational with the purpose of comparing their protonation and covalent hydration mechanisms. Geometry optimizations of neutral, mono and diprotonated cations and hydrated products have been carried out at three levels of theory. Geometry optimizations were performed at HF, DFT/B3LYP levels of theory using 6-311G* basis set and single point energies were calculated at the MP2 level of theory using the same basis set. In agreement with experimental results, calculations predict a two steps mechanism resulting in a hydrated cation in which the OH of the water is located depending on the symmetry of the diazanaphthalene molecule.

yearjournalcountryeditionlanguage
2005-04-01Journal of Molecular Structure: THEOCHEM
https://doi.org/10.1016/j.theochem.2004.08.056