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Comparison of the Catalytic Activities of Copper(I) Iodide and Copper Nanoparticles in the N-Arylation of Adamantane-Containing Amines

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Abstract

N-Arylation of n-octylamine and adamantane-containing amines with iodobenzene and its deriva­tives has been performed in DMSO using copper(I) iodide and copper nanoparticles in the presence of various ligands as catalysts. In all cases, 2-isobutyrylcyclohexanone turned out to be the most efficient ligand, and higher yields of the arylation products were obtained in the presence of copper nanoparticles. The nanocatalyst can be recycled 9 times without significant loss of yield.

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Funding

This study was performed under financial support by the Ministry of Science and Higher Education of the Russian Foundation (project no. 075-15-2021-959, Sep 27, 2021).

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Authors and Affiliations

  1. Department of Chemistry, Moscow State University, 119991, Moscow, Russia

    A. V. Murashkina, A. D. Averin, S. P. Panchenko, A. S. Abel, O. A. Maloshitskaya & I. P. Beletskaya

  2. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119071, Moscow, Russia

    A. D. Averin & I. P. Beletskaya

  3. Volgograd State Technical University, 400005, Volgograd, Russia

    E. N. Savelyev, B. S. Orlinson & I. A. Novakov

  4. Instituto de Química, Universidade Estadual de Campinas, Campinas, 13083-970, São Paulo, Brazil

    C. R. D. Correia

Authors
  1. A. V. Murashkina
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  2. A. D. Averin
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  3. S. P. Panchenko
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  4. A. S. Abel
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  5. O. A. Maloshitskaya
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  6. E. N. Savelyev
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  7. B. S. Orlinson
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  8. I. A. Novakov
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  9. C. R. D. Correia
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  10. I. P. Beletskaya
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Corresponding author

Correspondence to A. D. Averin.

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Additional information

Translated from Zhurnal Organicheskoi Khimii, 2022, Vol. 58, No. 1, pp. 23–35 https://doi.org/10.31857/S0514749222010025.

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Murashkina, A.V., Averin, A.D., Panchenko, S.P. et al. Comparison of the Catalytic Activities of Copper(I) Iodide and Copper Nanoparticles in the N-Arylation of Adamantane-Containing Amines. Russ J Org Chem 58, 15–24 (2022). https://doi.org/10.1134/S107042802201002X

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  • DOI: https://doi.org/10.1134/S107042802201002X

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