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DFT and MP2 Calculations on Tautomers and Water-Assisted Proton Transfer on 1,2,5-Oxadiazol-4,3-diamine

  • Structure of Matter and Quantum Chemistry
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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.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Yasouj University, Yasouj, 75918-74831, Iran

    Alireza Salimi Beni, Akram Hashemi & Behzad Hosseinzadeh

  2. Young Researchers and Elite Club, Qom Branch, Islamic Azad University, Qom, Iran

    Maryam Zarandi

  3. Department of Chemistry, Isfahan University of Technology, Isfahan, Iran

    Alireza Najafi Chermahini

Authors
  1. Alireza Salimi Beni
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  2. Maryam Zarandi
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  3. Akram Hashemi
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  4. Behzad Hosseinzadeh
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  5. Alireza Najafi Chermahini
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Correspondence to Alireza Salimi Beni.

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Beni, A.S., Zarandi, M., Hashemi, A. et al. DFT and MP2 Calculations on Tautomers and Water-Assisted Proton Transfer on 1,2,5-Oxadiazol-4,3-diamine. Russ. J. Phys. Chem. 92, 99–110 (2018). https://doi.org/10.1134/S0036024418010065

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  • DOI: https://doi.org/10.1134/S0036024418010065

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