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Sonogashira cross-coupling reactions of 5-(benzothiazol-2-yl)-1-(4-iodophenyl)-3-phenyl-6-vinyl(phenyl)verdazyls: synthetic and theoretical aspects

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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This work was performed within the framework of State Assignment АААА-А19-119012290117-6 and received financial support from the Program of the Ural Branch of the Russian Academy of Sciences (project No. 18-3-3-16).

Analytical studies were carried out using equipment of the Centre for Joint Use “Spectroscopy and Analysis of Organic Compounds” at the Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences.

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Authors and Affiliations

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

    Tatiana G. Fedorchenko, Galina N. Lipunova, Alexander V. Shchepochkin & Oleg N. Chupakhin

  2. Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 Mira St, Yekaterinburg, 620002, Russia

    Anton N. Tsmokalyuk, Alexander V. Shchepochkin & Oleg N. Chupakhin

Authors
  1. Tatiana G. Fedorchenko
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  2. Galina N. Lipunova
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  3. Anton N. Tsmokalyuk
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  4. Alexander V. Shchepochkin
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  5. Oleg N. Chupakhin
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Corresponding author

Correspondence to Tatiana G. Fedorchenko.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2021, 57(1), 40–48

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Fedorchenko, T.G., Lipunova, G.N., Tsmokalyuk, A.N. et al. Sonogashira cross-coupling reactions of 5-(benzothiazol-2-yl)-1-(4-iodophenyl)-3-phenyl-6-vinyl(phenyl)verdazyls: synthetic and theoretical aspects. Chem Heterocycl Comp 57, 40–48 (2021). https://doi.org/10.1007/s10593-021-02865-y

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  • DOI: https://doi.org/10.1007/s10593-021-02865-y

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