Theoretical study of Intramolecular Proton Transfer IPT in reaction between ophenylenediamine with 2,6-pyridin dicarboxylic acid: Topological AIM and population NBO analysis of the intramolecular hydrogen bonding interaction

In this work, quantum mechanical calculations were employed to investigate proton transfer in reaction between dipicolinic acid (DPA) (2,6dipyridinedicarboxylic acid) and o-phenylenediamine(OPD). First, structures of reactant, transition state and product optimized at HF/6-11++G(d,p) and CIS/6-31G(d,p) levels. Thermodynamic parameters such as ΔH#, ΔG#,S#, were calculated in the process . Additional stress has been placed on the basis ofanalysis of the intramolecular hydrogen bonding (IMHB) interaction. The IMHB interaction has been recognized by calculation of electron density ρ(r) andthe Laplacian ρ (r) at the bond critical point (BCP) using Atoms-In-Molecule (AIM) method and interaction between electron acceptor of OH with the electron donors lone pair of the nitrogen atom using Natural Bond Orbital (NBO) analysis.

کلیدواژه ها:

O-phenylenediamine · 2 ، 6-Pyridine dicarboxylic acid · proton transfer . NBO. AIM · Hydrogen bonding