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Structures and photophysical properties of 3,4-diaryl-1H-pyrrol-2,5-diimines and 2,3-diarylmaleimides

Afanasenko, A. M., Boyarskaya, D. V., Boyarskaya, I. A., Chulkova, T. G., Grigoriev, Y. M., Kolesnikov, I. E., Avdontceva, M. S., Panikorovskii, T. L., Panin, A. I., Vereshchagin, A. N. & Elinson, M. N., 15-Oct-2017, In : Journal of Molecular Structure. 1146, p. 554-561 8 p.

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  • tructures and photophysical properties of 3,4-diaryl-1H-pyrrol-2,5-diimines and 2,3-diarylmaleimides

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DOI

  • Anastasiia M. Afanasenko
  • Dina V. Boyarskaya
  • Irina A. Boyarskaya
  • Tatiana G. Chulkova
  • Yakov M. Grigoriev
  • Ilya E. Kolesnikov
  • Margarita S. Avdontceva
  • Taras L. Panikorovskii
  • Andrej I. Panin
  • Anatoly N. Vereshchagin
  • Michail N. Elinson

Structural features of 3,4-diaryl-1H-pyrrol-2,5-diimines and their derivatives have been studied by molecular spectroscopy techniques, single-crystal X-ray diffraction, and DFT calculations. According to the theoretical calculations, the diimino tautomeric form of 3,4-diaryl-1H-pyrrol-2,5-diimines is more stable in solution than the imino-enamino form. We also found that the structurally related 2,3 exist in the solid state in the dimeric diketo form. 3,4-Diary1-1H-pyrrol-2,5-diimines and 2,3-diarylmaleimides exhibit fluorescence in the blue region of the visible spectrum. The fluorescence spectra have large Stokes shifts. Aryl substituents at the 3,4-positions of 1H-pyrrol-2,5-diimine do not significantly affect fluorescence properties. The insertion of donor substituents into 2,3diarylmaleimides leads to bathochromic shift of emission bands with hyperchromic effect. (C) 2017 Elsevier B.V. All rights reserved.

Original languageEnglish
Pages (from-to)554-561
Number of pages8
JournalJournal of Molecular Structure
Volume1146
Publication statusPublished - 15-Oct-2017

    Keywords

  • 2,3-Diarylmaleimides, 3,4-Diaryl-1H-pyrrol-2,5-diimines, DFT and TD-DFT studies, Fluorescence, 3,4-DIARYL-SUBSTITUTED MALEIMIDE FLUOROPHORES, CIRCULAR-DICHROISM SPECTRA, STOKES SHIFT, DERIVATIVES, FLUORESCENCE, DENSITY, SPECTROSCOPY, IMIDE

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