SONOGASHIRA CROSS-COUPLING REACTIONS OF 5-(BENZOTHIAZOL-2-YL)-1-(4-IODOPHENYL)-3-PHENYL-6-VINYL(PHENYL)VERDAZYLS: SYNTHETIC AND THEORETICAL ASPECTS

Authors

  • Tatyana G. Fedorchenko Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620108, Russia
  • Galina N. Lipunova Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620108, Russia
  • Anton N. Tsmokalyuk Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Alexander V. Shchepochkin Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620108, Russia Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia
  • Oleg N. Chupakhin Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620108, Russia Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

DOI:

https://doi.org/10.1007/5862

Keywords:

leucoverdazyl, verdazyl, cyclic voltammetry, density functional calculations, EPR spectroscopy, Sonogashira cross coupling, synthesis.

Abstract

New ethynyl derivatives were synthesized from 5-(benzothiazol-2-yl)-1-(4-iodophenyl)-3-phenyl-6-vinyl(phenyl)verdazyls using Sonogashira cross-coupling reactions carried out in two stages. The resulted radicals were characterized using EPR, IR, UV/Vis spectroscopy, mass spectrometry, and cyclic voltammetry. Electronic structure calculations using quantum chemistry methods were performed to analyze some experimental results.

Author Biographies

Tatyana G. Fedorchenko, Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620108, Russia

Laboratory of coordinatin compounds

Galina N. Lipunova, Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620108, Russia

Laboratory of coordinatin compounds

Alexander V. Shchepochkin, Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620108, Russia Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

Laboratory of coordinatin compounds

Oleg N. Chupakhin, Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi / 20 Akademicheskaya St., Yekaterinburg 620108, Russia Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St., Yekaterinburg 620002, Russia

Laboratory of coordinatin compounds

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Published

2021-01-26

Issue

Vol. 57 No. 1 (2021)

Section

Original Papers