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Russian Journal of Inorganic Chemistry

, Volume 63, Issue 6, pp 815–821 | Cite as

Electronic Structure and Electrooptical Properties of Radicals Formed upon Reduction of N-Alkyl 4,4′-Bipyridylium Salts

  • V. V. Minin
  • M. I. Zakirov
  • N. N. Efimov
  • P. V. Mel’nikov
  • E. L. Nodova
  • B. I. Shapiro
  • V. M. Novotortsev
Physical Methods of Investigation

Abstract

N-Alkyl 4,4'-bipyridylium salts were synthesized and characterized. Cyclic voltammetry investigation showed that monosubstited 4,4'-bipyridylium salts are prone to reversible single-electron reduction. The formal redox potentials vs. a saturated silver chloride electrode were determined for different potential sweep rates. High-resolution ESR spectra of the radical cations formed upon the reduction of N-substituted 4,4'- bipyridylium salts in acid media were measured and interpreted. The substituent structure and the type of anion in the molecule have a considerable effect on the spin density distribution, current–voltage characteristics, and elctrooptical properties. The applicability of monosubstituted 4,4'-bipyridylium salts as photoelectrochromic compounds was studied.

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References

  1. 1.
    W. R. Boon, Chem. Ind. (London), 782 (1965).Google Scholar
  2. 2.
    H. T. Van Dam and J. J. Ponjee, J. Electrochem. Soc. 121, 1555 (1974).CrossRefGoogle Scholar
  3. 3.
    J. F. Willems, Photogr. Sci. Eng. 15, 213 (1971).Google Scholar
  4. 4.
    I. Tabushi and A. Yazaki, Tetrahedron 37, 4185 (1981).CrossRefGoogle Scholar
  5. 5.
    T. Kamo and M. Kamura, Bull. Chem. Soc. Jpn. 45, 3309 (1972).CrossRefGoogle Scholar
  6. 6.
    L. Roullier and E. Laviron, Electrochim. Acta 22, 669 (1977).CrossRefGoogle Scholar
  7. 7.
    Organic Electrochemistry, Ed. by M. M. Baizer and H. Lund (Marcel Dekker, New York, 1983; Khimiya, Moscow, 1988).Google Scholar
  8. 8.
  9. 9.
    M. W. Schmidt, K. K. Baldridge, J. A. Boatz, et al., J. Comput. Chem. 14, 1347 (1993).CrossRefGoogle Scholar
  10. 10.
    E. A. Polenov, Izv. Akad. Nauk, Ser. Fiz. 68, 1066 (2004).Google Scholar

Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • V. V. Minin
    • 1
  • M. I. Zakirov
    • 2
  • N. N. Efimov
    • 1
  • P. V. Mel’nikov
    • 3
  • E. L. Nodova
    • 4
  • B. I. Shapiro
    • 3
  • V. M. Novotortsev
    • 1
  1. 1.Kurnakov Institute of General and Inorganic ChemistryRussian Academy of SciencesMoscowRussia
  2. 2.Topchiev Institute of Petrochemical SynthesisRussian Academy of SciencesMoscowRussia
  3. 3.Lomonosov Moscow State University of Fine Chemical TechnologyMoscowRussia
  4. 4.International University of NatureSociety, and Man “Dubna,”MoscowRussia

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