Conformational study, Rotation Barrier and Solvent Effect of bi-1,2,3-triazole compounds using DFT calculations

Document Type : Original Article

Authors

1 Department of General Science, University of Mosul, Mosul, Iraq

2 Chemistry Department, College of Education, Salahaddin University, Erbil, Iraq.

Abstract

The conformational analysis of the bi-1,2,3-triazole molecule has been studied using Density Functional Theory (DFT) at B3LYP/6-311++G(d,p) level of theory. The potential energy surface (PES) scan of eight configurational isomers for bi-1,2,3-triazole has been studied and fourteen conformers with energy minima have been found. Various electronic and thermodynamic parameters have been evaluated to obtain the most favorable conformer among all. The geometry of the most favorable conformers for each configurational isomer was optimized using Polarizable Continuum Model (PCM) model of solvent. The gas phase electronic energy for most favorable conformers was compared with the electronic energy in cyclohexane, chloroform, methanol and water solvents. Vibrational spectroscopic analysis has been performed for the most stable conformer in the gas phase and selected solvents. According to the DFT calculations of these conformers in the gas and solution phases, the conformer I3c of bi-1,2,3-triazole has the lowest electronic energy with an energy barrier of only 1.67 kcal/mol. In addition, the I8c conformer is considered as a second most favorable conformer with an energy 3.50 kcal/mol relative to the most stable I3c conformer. This conclusion was supported by the results of thermodynamic parameters in the gas and solution phases.

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  • Receive Date: 10 July 2020
  • Revise Date: 27 August 2020
  • Accept Date: 21 December 2021
  • First Publish Date: 21 December 2021