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Synthesis and structure of indoline spiropyrans based on benzo[f]coumarin

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Abstract

Indoline spiropyrans containing benzo[f]coumarin moiety annulated to the 2H-pyran cycle were synthesized. The obtained compounds exist in solutions as a tautomeric mixture of their spirocyclic and merocyanine forms. The spiro form exhibits an enhanced resistance to UV irradiation and does not rearranges into the merocyanine isomer in the temperature range of 278–303 K.

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Authors and Affiliations

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

    O. G. Nikolaeva, O. Yu. Karlutova, A. A. Guseva, E. B. Gaeva, A. G. Starikov, V. A. Bren, A. V. Metelitsa & V. I. Minkin

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

    A. D. Dubonosov

Authors
  1. O. G. Nikolaeva
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  2. O. Yu. Karlutova
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  3. A. A. Guseva
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  4. E. B. Gaeva
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  5. A. G. Starikov
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  6. A. D. Dubonosov
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  7. V. A. Bren
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  8. A. V. Metelitsa
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  9. V. I. Minkin
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Corresponding author

Correspondence to A. D. Dubonosov.

Additional information

Based on the materials of the XXI Mendeleev Congress on General and Applied Chemistry (September 9–13, 2019, St. Petersburg, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1378–1384, July, 2020.

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Nikolaeva, O.G., Karlutova, O.Y., Guseva, A.A. et al. Synthesis and structure of indoline spiropyrans based on benzo[f]coumarin. Russ Chem Bull 69, 1378–1384 (2020). https://doi.org/10.1007/s11172-020-2912-6

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  • DOI: https://doi.org/10.1007/s11172-020-2912-6

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