DFT and MP2 Calculations on Tautomers and Water-Assisted Proton Transfer on 1,2,5-Oxadiazol-4,3-diamine
- Authors: Beni A.S.1, Zarandi M.2, Hashemi A.1, Hosseinzadeh B.1, Chermahini A.N.3
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Affiliations:
- Department of Chemistry, Faculty of Science
- Young Researchers and Elite Club, Qom Branch
- Department of Chemistry
- Issue: Vol 92, No 1 (2018)
- Pages: 99-110
- Section: Structure of Matter and Quantum Chemistry
- URL: https://journals.rcsi.science/0036-0244/article/view/169865
- DOI: https://doi.org/10.1134/S0036024418010065
- ID: 169865
Cite item
Abstract
In this work a detailed quantum-chemical comparison of the relative stability of six tautomers of 1,2,5-oxadiazol-4,3-diamine studied in the gas phase and solution. Theoretical calculations are carried out by the density functional theory (DFT/B3LYP) and MP2 methods using the standard 311++G(d,p) basis set. The results indicate that A is the most stable form in the gas phase and also is the predominant tautomer in solution at the DFT and MP2 methods. The transition states of proton transfer reaction are calculated. The variation of dipole moments and charges on atoms are studied in various solvent. Specific solvent effects with addition of one water molecule near the electrophilic centers of tautomer investigated. Also the transition state of proton transfer assisted by a water molecule was investigated.
About the authors
Alireza Salimi Beni
Department of Chemistry, Faculty of Science
Author for correspondence.
Email: salimibeni@mail.yu.ac.ir
Iran, Islamic Republic of, Yasouj, 75918-74831
Maryam Zarandi
Young Researchers and Elite Club, Qom Branch
Email: salimibeni@mail.yu.ac.ir
Iran, Islamic Republic of, Qom
Akram Hashemi
Department of Chemistry, Faculty of Science
Email: salimibeni@mail.yu.ac.ir
Iran, Islamic Republic of, Yasouj, 75918-74831
Behzad Hosseinzadeh
Department of Chemistry, Faculty of Science
Email: salimibeni@mail.yu.ac.ir
Iran, Islamic Republic of, Yasouj, 75918-74831
Alireza Najafi Chermahini
Department of Chemistry
Email: salimibeni@mail.yu.ac.ir
Iran, Islamic Republic of, Isfahan