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<p>This study presents the anchoring of a Cu-complex onto a magnetite/SBA-15 composite material. The synthesis was achieved via sequential functionalization of magnetic mesoporous silica, first with (3-aminopropyl) triethoxysilane (APTES), followed by trichlorotriazine and tetraethylenepentamine (TEPA), resulting in the formation of Fe<sub>3</sub>O<sub>4</sub>@SBA-TEPA. Subsequent coordination of the grafted polyamine ligand with CuI in acetonitrile yielded the Cu-complex, Fe<sub>3</sub>O<sub>4</sub>@SBA-TEPA-Cu. Comprehensive characterization of the supported complex was performed using Fourier-transform infrared spectroscopy (FT-IR), and thermogravimetric analysis (TGA). The anchored Cu-catalyst displayed remarkable efficiency in catalyzing C-N bond formation via the Ullmann-type <i>N</i>-arylation of haloarenes and anilines under optimized reaction conditions, selectively producing the mono <i>N</i>-arylation product with high fidelity. The catalyst demonstrated outstanding recyclability, showing minimal deactivation over seven consecutive reaction cycles, highlighting its robustness and stability.</p> Graphical Abstract <p></p>

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Copper Catalyzed Selective Monoarylation of Anilines by a New Reusable Catalyst Supported on Magnetic Mesoporous Silica

  • 期刊论文

  • 发表日期：

    2025年9月17日

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  • Mahsa Sotoude,
  • Yagoub Mansoori,
  • Fatemeh Ghahramani,
  • Abolfazl Bezaatpour

摘要

This study presents the anchoring of a Cu-complex onto a magnetite/SBA-15 composite material. The synthesis was achieved via sequential functionalization of magnetic mesoporous silica, first with (3-aminopropyl) triethoxysilane (APTES), followed by trichlorotriazine and tetraethylenepentamine (TEPA), resulting in the formation of Fe3O4@SBA-TEPA. Subsequent coordination of the grafted polyamine ligand with CuI in acetonitrile yielded the Cu-complex, Fe3O4@SBA-TEPA-Cu. Comprehensive characterization of the supported complex was performed using Fourier-transform infrared spectroscopy (FT-IR), and thermogravimetric analysis (TGA). The anchored Cu-catalyst displayed remarkable efficiency in catalyzing C-N bond formation via the Ullmann-type N-arylation of haloarenes and anilines under optimized reaction conditions, selectively producing the mono N-arylation product with high fidelity. The catalyst demonstrated outstanding recyclability, showing minimal deactivation over seven consecutive reaction cycles, highlighting its robustness and stability.

Graphical Abstract