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Photochromic and Thermochromic Spirans 41*. Quantum-Chemical Study of the Geometry and Electronic Structure of 1,3,3-Trimethyl-1′,2′-Diphenylspiro[Indoline- 2,7′-Furo[3,2-f]Chromene] in the Ground and Excited States

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Chemistry of Heterocyclic Compounds Aims and scope

Quantum-chemical modeling of the geometry and electronic structure of the ground state and the lowest excited states of various multiplicity was undertaken for the photochromic compound 1,3,3-tri-methyl-1′,2′-diphenylspiro[indoline-2,7′-furo[3,2-f]chromene], which belongs to the spiropyran class. After analysis of the localization of electronic excitation in the molecule, it was suggested that the photoinduced transformation of the colorless spiro form to the colored merocyanine photoproduct takes place with great probability in its lowest singlet state and not in the triplet excited state.

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The research was carried out with financial support from the Russian Foundation for Basic Research (grant 13-03-90437), the State Fund for Fundamental Researches of Ukraine (grant F53/92-3013), and the Grants Council of the President of the Russian Federation (grant NSh-274.2014.3)

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Authors and Affiliations

  1. Scientific-Research Institute of Chemistry, V. N. Karazin Kharkiv National University, 4 Svobody Sq., Kharkiv, 61022, Ukraine

    L. V. Chepeleva, A. D. Roshal & A. O. Doroshenko

  2. Scientific-Research Institute of Physical and Organic Chemistry, Southern Federal University, 194/2 Stachki Ave., Rostov-on-Don, 344090, Russia

    B. S. Lukyanov & M. B. Lukyanova

  3. Southern Scientific Center, Russian Academy of Sciences, 41 Chekhova Ave., Rostov-on-Don, 344006, Russia

    R. V. Tyurin

Authors
  1. L. V. Chepeleva
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  2. A. D. Roshal
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  3. B. S. Lukyanov
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  4. A. O. Doroshenko
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  5. R. V. Tyurin
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  6. M. B. Lukyanova
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Correspondence to B. S. Lukyanov.

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*For Communication 40, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 397-403, March, 2014.

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Chepeleva, L.V., Roshal, A.D., Lukyanov, B.S. et al. Photochromic and Thermochromic Spirans 41*. Quantum-Chemical Study of the Geometry and Electronic Structure of 1,3,3-Trimethyl-1′,2′-Diphenylspiro[Indoline- 2,7′-Furo[3,2-f]Chromene] in the Ground and Excited States. Chem Heterocycl Comp 50, 364–370 (2014). https://doi.org/10.1007/s10593-014-1483-6

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