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Russian Chemical Bulletin

, Volume 66, Issue 11, pp 2122–2125 | Cite as

New indoline spiropyrans containing azomethine fragment

  • O. A. Komissarova
  • B. S. Lukyanov
  • M. B. Lukyanova
  • I. V. Ozhogin
  • E. L. Mukhanov
  • M. S. Korobov
  • I. A. Rostovtseva
  • V. I. Minkin
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  • 33 Downloads

Abstract

The new spiropyran systems with an azomethine bridge were synthesized from a spiropyran containing aminogroup at 6′ position of the benzopyran fragment and substituted aromatic aldehydes. The chemical structure of compounds is confirmed by elemental analysis data, NMR (1H and 13C) and IR spectroscopy. Photochemical studies revealed the presence of photochromic properties at room temperature for one of the obtained spiropyrans.

Key words

spiropyran photochromism molecular switch azomethine Schiff base 

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References

  1. 1.
    B. S. Lukyanov, M. B. Lukyanova, Chem. Heterocycl. Compd. (Int. Ed.), 2005, 41, 281–311.CrossRefGoogle Scholar
  2. 2.
    V. Z. Shirinian, S. O. Besugliy, A. V. Metelitsa, M. M. Krayushkin, D. M. Nikalin, V. I. Minkin, J. Photochem. Photobiol., A: Chemistry, 2007, 189, 161–166.CrossRefGoogle Scholar
  3. 3.
    A. Parrot, A. Bernard, A. Jacquart, S. A. Serapian, C. Bo, E. Derat, O. Oms, A. Dolbecq, A. Proust, R. Mйtivier, P. Mialane, G. Izzet, Angew. Chem., Int. Ed., 2017, 56, 4872–4876.CrossRefGoogle Scholar
  4. 4.
    D. Hernández-Melo, R. Cervantes, J. Tiburcio, J. Org. Chem., 2017, 82, 4484–4488.CrossRefGoogle Scholar
  5. 5.
    M. Schulz-Senft, P. J. Gates, F. D. Sönnichsen, A. Staubitz, Dyes Pigm., 2017, 136, 292–301.CrossRefGoogle Scholar
  6. 6.
    H. Dürr, H. Bouas-Laurent, Photochromism: Molecules and Systems, Gulf Professional Publ., 2003.Google Scholar
  7. 7.
    V. I. Minkin, Chem. Rev., 2004, 104, 2751.CrossRefGoogle Scholar
  8. 8.
    R. Klajn, Chem. Soc. Rev., 2014, 43, 148–184.CrossRefGoogle Scholar
  9. 9.
    M. Natali, S. Giordani, Chem. Soc. Rev., 2012, 41, 4010–4029.CrossRefGoogle Scholar
  10. 10.
    V. Weiss, A.A. Friesem, V. A. Krongauz, J. Appl. Phys., 1993, 6, 4248.CrossRefGoogle Scholar
  11. 11.
    R. C. Bertelson, in Organic Photochromic and Thermo-chromic Compounds. Topics in Applied Chemistry, Eds J. C. Crano, R. J. Guglielmetti, Springer US, Kluwer Academic Publishers, 2002, 1, 11–83.CrossRefGoogle Scholar
  12. 12.
    I. R. Mardaleishvili, L. S. Koítsova, N. L. Zaichenko, V. G. Sister, A. I. Shienok, P. P. Levin, A. S. Tatikolov, High Energy Chemistry (Int. Ed.), 2012, 46, 160–165.CrossRefGoogle Scholar
  13. 13.
    V. Z. Shirinian, A. A. Shimkin, A. K. Mailian, D. V. Tsyga-nov, L. D. Popov, M. M. Krayushkin, Dyes Pigm., 2010, 84, 19–24.CrossRefGoogle Scholar
  14. 14.
    Y. Shiraishi, K. Tanaka, T. Hirai, ACS Appl. Mater. Inter-faces, 2013, 5, 3456.CrossRefGoogle Scholar
  15. 15.
    B. S. Luk’yanov, E. L. Nivorozhkin, V. I. Minkin, Chem. Heterocycl. Compd. (Int. Ed.), 1993, 29, 152–154.CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2017

Authors and Affiliations

  • O. A. Komissarova
    • 1
  • B. S. Lukyanov
    • 1
    • 2
  • M. B. Lukyanova
    • 1
  • I. V. Ozhogin
    • 1
  • E. L. Mukhanov
    • 1
  • M. S. Korobov
    • 1
  • I. A. Rostovtseva
    • 1
  • V. I. Minkin
    • 1
  1. 1.Institute of Physical and Organic Chemistry at Southern Federal UniversityRostov-on-DonRussian Federation
  2. 2.Don State Technical UniversityRostov-on-DonRussian Federation

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