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Adamantanyl-substituted PEPPSI-type palladium(II) N-heterocyclic carbene complexes: synthesis and catalytic application for CH activation of substituted thiophenes

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Chemistry of Heterocyclic Compounds Aims and scope

Starting from 1-adamantanyl-3-imidazole, a number of new 1-adamantanyl-3-benzylimidazolium salts and corresponding unsymmetrically substituted Pd(II) PEPPSI-type complexes were prepared, including dichloride, dibromide, and diiodide. Single crystal X-ray crystallography confirmed solid state structures in six cases. The complexes reported in this work displayed moderate activities as precatalysts for CH activation/arylation reaction of substituted thiophenes.

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This work was supported by Russian Foundation for Basic Research (grant 17-03-00456-a).

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Authors and Affiliations

  1. Institute of Technical Chemistry, Perm Federal Scientific Centre, Ural Branch of Russian Academy of Sciences, 3 Academician Korolev St., Perm, 614013, Russia

    Vladimir A. Glushkov, Michail S. Denisov & Aleksey A. Gorbunov

  2. Perm State National Research University, 15 Bukireva St., Perm, 614099, Russia

    Vladimir A. Glushkov, Yurii A. Myalitzin & Maksim V. Dmitriev

  3. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskoi St. / 20 Akademicheskaya St., Yekaterinburg, 620990, Russia

    Pavel A. Slepukhin

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

    Pavel A. Slepukhin

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  1. Vladimir A. Glushkov
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  2. Michail S. Denisov
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  3. Aleksey A. Gorbunov
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  4. Yurii A. Myalitzin
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  5. Maksim V. Dmitriev
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  6. Pavel A. Slepukhin
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Correspondence to Michail S. Denisov.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(3), 217–228

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Glushkov, V.A., Denisov, M.S., Gorbunov, A.A. et al. Adamantanyl-substituted PEPPSI-type palladium(II) N-heterocyclic carbene complexes: synthesis and catalytic application for CH activation of substituted thiophenes. Chem Heterocycl Comp 55, 217–228 (2019). https://doi.org/10.1007/s10593-019-02445-1

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