4.0 Article

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

Journal

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 58, Issue 1, Pages 15-24

Publisher

MAIK NAUKA/INTERPERIODICA/SPRINGER
DOI: 10.1134/S107042802201002X

Keywords

adamantane; amines; amination; iodoarenes; catalysis; copper nanoparticles

Funding

  1. Ministry of Science and Higher Education of the Russian Foundation [075-15-2021-959]

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In this study, the N-arylation of n-octylamine and adamantane-containing amines with iodobenzene and its derivatives was achieved using copper(I) iodide and copper nanoparticles as catalysts in DMSO. Various ligands were used, and it was found that 2-isobutyrylcyclohexanone was the most efficient ligand. Higher yields of arylation products were obtained in the presence of copper nanoparticles, which could be recycled up to 9 times without significant loss of yield.
N-Arylation of n-octylamine and adamantane-containing amines with iodobenzene and its deriva-tives 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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