Oxygen Transfer from Trimethylamine N-Oxide to CuI Complexes Supported by Pentanitrogen Ligands

Erick Ramírez, Md Kamal Hossain, Marcos Flores-Alamo, Matti Haukka, Ebbe Nordlander, Ivan Castillo

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3 Citations (SciVal)


[N,N-bis(1-methyl-2-benzimidazolyl)methyl-N-(bis-2-pyridylmethyl)amine] (L1) and [N,N-bis(2-quinolylmethyl)-N-bis(2-pyridyl)methylamine] (L2) were employed to prepare CuII and CuI complexes for spectroscopic and structural characterization. [L1CuII(H2O)](NO3)2 and [L2CuII(NO3)]NO3 have Jahn–Teller distorted octahedral geometries and give rise to isotropic EPR spectra in frozen solution. [L1CuI(CH3CN)]OTf and [L2CuI(CH3CN)]OTf have distorted trigonal bipyramidal and tetrahedral solid-state structures, respectively. The N-donors display labile behavior in solution, based on variable-temperature 1H NMR studies. Addition of trimethylamine N-oxide (Me3NO) to solutions of [L1CuI(CH3CN)]OTf and [L2CuI(CH3CN)]OTf resulted in diamagnetic species tentatively assigned as the corresponding adducts upon replacement of coordinated acetonitrile, based on 1H NMR spectroscopy. Heating [L1CuI(CH3CN)]OTf to 50–60 °C in the presence of Me3NO resulted in its cupric analogue [L1CuII(CH3CN)]2+, as well as a small amount of 2-dipyridylketone, along with other oxidation by-products. In the case of [L2CuI(CH3CN)]OTf, the reaction with Me3NO resulted in the cupric complex bis(2-quinolinecarboxamidato)copper(II), along with 2-dipyridylketone as oxidation products.

Original languageEnglish
Pages (from-to)2798-2808
Number of pages11
JournalEuropean Journal of Inorganic Chemistry
Issue number29
Early online date2020 Jun 22
Publication statusPublished - 2020 Aug 9

Subject classification (UKÄ)

  • Inorganic Chemistry


  • Copper
  • C–H activation
  • N ligands
  • Oxidation
  • Oxido transfer


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