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Spiropyrans and spirooxazines 9. Photochromism of novel cationic spirooxazines

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Abstract

Novel photochromic spirooxazinoquinolines, their cationic derivatives, and cationic spirooxazine containing pyridinium cation in the aliphatic side chain of the oxazine moiety of the molecule were synthesized. Quaternization of the quinoline fragment leads to a substantial increase in the thermal stability of the merocyanine isomers of cationic spirooxazines and a decrease in the efficiency of photocoloration. Pyridinium cation in the aliphatic side chain of the spirooxazine does not exert a substantial effect on the kinetics of photocoloration and thermal bleaching.

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Author information

Authors and Affiliations

  1. Institute of Physical and Organic Chemistry, Southern Federal University, 194/2 prosp. Stachki, 344090, Rostov-on-Don, Russian Federation

    A. V. Metelitsa, E. V. Solov’eva, K. E. Shepelenko, Yu. R. Abubikerova & V. I. Minkin

  2. Southern Scientific Center of the Russian Academy of Sciences, 41 prosp. Chekhova, 344006, Rostov-on-Don, Russian Federation

    N. A. Voloshin, S. O. Besuglyi & V. I. Minkin

Authors
  1. A. V. Metelitsa
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  2. N. A. Voloshin
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  3. S. O. Besuglyi
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  4. E. V. Solov’eva
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  5. K. E. Shepelenko
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  6. Yu. R. Abubikerova
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  7. V. I. Minkin
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Correspondence to A. V. Metelitsa.

Additional information

Dedicated to the Academician of the Russian Academy of Sciences S. M. Aldoshin on the occasion of his 60th birthday.

For Part 8, see Ref. 1.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 0527–0533, February, 2013.

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Metelitsa, A.V., Voloshin, N.A., Besuglyi, S.O. et al. Spiropyrans and spirooxazines 9. Photochromism of novel cationic spirooxazines. Russ Chem Bull 62, 529–535 (2013). https://doi.org/10.1007/s11172-013-0073-6

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  • DOI: https://doi.org/10.1007/s11172-013-0073-6

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