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Theoretical Study of One-Electron Reduction And Oxidation Potentials of N-Heterocyclic Compounds

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Chemistry of Heterocyclic Compounds Aims and scope

Computational protocols that successfully predict standard reduction potentials of N-heterocyclic compounds in dimethyl formamide and their standard oxidation potentials in acetonitrile were developed. Different solvation models were verified in conjunction with the MPWB1K/6-31 + G(d) level of density functional theory. For reduction potentials calculations, the PCM(UA0) and SMD(Bondi) models were used to compute solvation energies of neutral forms and anion-radical forms, respectively. For oxidation potential calculations, the best results were obtained by a combination of SMD(UAHF) and PCM(Bondi) models to compute solvation energies of neutral forms and cation-radical forms, respectively. The mean absolute deviations (MAD) and root mean square errors (RMSE) of the current theoretical models for reduction potentials were found to be 0.09 V and 0.10, respectively, and for oxidation potentials MAD = 0.12 V and RMSE = 0.16.

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Authors and Affiliations

  1. Interdisciplinary Nanotoxicity Center, Department of Chemistry and Biochemistry, Jackson State University, 1400 John R. Lynch St., Jackson, Mississippi, 39217, USA

    L. K. Sviatenko & J. Leszczynski

  2. Kirovohrad Volodymyr Vynnychenko State Pedagogical University, 1 Shevchenko St., Kirovohrad, 25006, Ukraine

    L. K. Sviatenko

  3. Badger Technical Services, Inc, 4815 Bradford Dr NW, Huntsville, AL, 35805, USA

    L. Gorb

  4. US Army ERDC, 3909 Halls Ferry Road, Vicksburg, Mississippi, 39180, USA

    F. C. Hill

  5. Interdisciplinary Nanotoxicity Center, Department of Civil and Environmental Engineering, Jackson State University, 1400 John R. Lynch St., Jackson, Mississippi, 39217, USA

    D. Leszczynska

Authors
  1. L. K. Sviatenko
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  2. L. Gorb
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  3. F. C. Hill
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  4. D. Leszczynska
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  5. J. Leszczynski
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Correspondence to J. Leszczynski.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 341-348, 2014.

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Sviatenko, L.K., Gorb, L., Hill, F.C. et al. Theoretical Study of One-Electron Reduction And Oxidation Potentials of N-Heterocyclic Compounds. Chem Heterocycl Comp 50, 311–318 (2014). https://doi.org/10.1007/s10593-014-1484-5

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  • DOI: https://doi.org/10.1007/s10593-014-1484-5

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