Spectroscopic Characterization, Molecular Modeling and DFT/TD-DFT/PCM Calculations of Novel Hydrogen-Bonded Charge Transfer Complex between Chloranilic Acid and 2-Amino-4,6-Dimethylpyridine
Open Access
- 1 January 2020
- journal article
- research article
- Published by Scientific Research Publishing, Inc. in Open Journal of Physical Chemistry
- Vol. 10 (01), 1-32
- https://doi.org/10.4236/ojpc.2020.101001
Abstract
A charge transfer hydrogen bonded complex between the electron donor (proton acceptor) 2-amino-4,6-dimethylpyridine with the electron acceptor (proton donor) chloranilic acid has been synthesized and studied experimentally and theoretically. The stability constant recorded high values indicating the high stability of the formed complex. In chloroform, ethanol, methanol and acetonitrile were found the stoichiometric ratio 1:1. The solid complex was prepared and characterized by different spectroscopy techniques. FTIR, 1H and 13C NMR studies supported the presence of proton and charge transfers in the formed complex. Complemented with experimental results, molecular modelling using the density functional theory (DFT) calculations was carried out in the gas, chloroform and methanol phases where the existence of charge and hydrogen transfers. Finally, a good consistency between experimental and theoretical calculations was found confirming that the applied basis set is the suitable one for the system under investigation.Keywords
This publication has 32 references indexed in Scilit:
- Synthesis, spectroscopic characterization and structural investigations of a new charge transfer complex of 2,6-diaminopyridine with 3,5-dinitrobenzoic acid: DNA binding and antimicrobial studiesJournal of Molecular Structure, 2013
- Interaction of Diazinon with DNA and the Protective Role of Selenium in DNA DamageDNA and Cell Biology, 2008
- Substituted Aminopyridines as Potent and Selective Phosphodiesterase‐4 Inhibitors.ChemInform, 2003
- Polysaccharide labelling: impact on structural and biological propertiesCarbohydrate Polymers, 2002
- Study of the nature of recognition in molecularly imprinted polymer selective for 2-aminopyridineAnalytica Chimica Acta, 1999
- Spectroscopic Studies of Proton Transfer Equilibria In Hydrogen Bonded ComplexesApplied Spectroscopy Reviews, 1997
- Harmonic Vibrational Frequencies: An Evaluation of Hartree−Fock, Møller−Plesset, Quadratic Configuration Interaction, Density Functional Theory, and Semiempirical Scale FactorsThe Journal of Physical Chemistry, 1996
- Density-functional exchange-energy approximation with correct asymptotic behaviorPhysical Review A, 1988
- Development of the Colle-Salvetti correlation-energy formula into a functional of the electron densityPhysical Review B, 1988
- Structural considerations in the interaction of DNA and acridinesJournal of Molecular Biology, 1961