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Mohammad Ali Bodaghifard

Mohammad Ali Bodaghifard

Academic rank: Associate Professor
ORCID: https://orcid.org/0000-0001-9732-4746
Education: PhD.
ScopusId: 6507703429
Faculty: Science
Address: Arak University
Phone:

Research

Title
DFT-PCM Study on Structures of Phthalazinone Tautomers
Type
JournalPaper
Keywords
Tautomerization Solvent effect Transition state
Year
2020
Journal Chemical Methodologies
DOI
Researchers Mohammad Ali Bodaghifard ، Mahdia Hamidinasab ، Sajad Asadbegi

Abstract

In this research study, relative stability of all the tautomers of phthalazinone ring in the gas phase and the solvent effect on the tautomeric equilibrium were evaluated using the density functional theory-polarizable continuum model at the B3LYP/6-311++G(d,p) basis set. In addition, variation of the dipole moments in the gas phase and solution, the specific solvent effect on the transition state of proton transfer assisted by a water molecule and the NBO calculated charges on the atoms were investigated. The water-assisted tautomerization with one molecule revealed that, the free energy activation barrier was reduced compared to those for the uncatalyzed systems. In the all the tautomers of phthalazinone rings, when going from gas phase to more polar solvents, the net charges on the O atoms slightly increased.