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Issue 41, 2020
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Three types of copper derivatives formed by CuCl2·2H2O interaction with (Z)-3-aryl-2-(methylthio)-5-(pyridine-2-ylmethylene)-3,5-dihydro-4H-imidazol-4-ones

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Abstract

The reactions of (Z)-3-aryl-2-(methylthio)-5-(pyridine-2-ylmethylene)-3,5-dihydro-4H-imidazol-4-ones (3) with CuCl2·2H2O in the presence of a reducing solvent (alcohol or dimethylformamide (DMF)) produce three types of Cu-containing compounds: two Cu complexes with a composition of CuII(3)Cl2 (4) and CuI(3)Cl (5) as well as a salt (3 + H)+CuICl2 (6) in a 4 : 5 : 6 ratio depending on the substituent at the N(3) nitrogen atom of the ligand moiety. In non-reducing solvents (dimethyl sulfoxide (DMSO) and CHCl3/acetone), only complexes 4 were formed, All three Cu derivatives (4, 5, and 6) were characterized by single-crystal X-ray diffraction, UV/vis spectroscopy, and electrochemistry data. Convenient electrochemical and UV-vis spectral criteria were recorded, which made it possible to distinguish between the different Cu-containing compounds. Based on the electron spectroscopy and electron paramagnetic resonance (EPR) data, a possible scheme for the formation of compounds 4–6 was proposed, including the initial coordination of copper(II) chloride with an organic ligand, the subsequent reduction of the resulting complex 4 by DMF with the formation of salt 6, and the further transition of salt 6 into the complex 5.

Graphical abstract: Three types of copper derivatives formed by CuCl2·2H2O interaction with (Z)-3-aryl-2-(methylthio)-5-(pyridine-2-ylmethylene)-3,5-dihydro-4H-imidazol-4-ones

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Article information


Submitted
11 Aug 2020
Accepted
24 Sep 2020
First published
24 Sep 2020

Dalton Trans., 2020,49, 14528-14535
Article type
Paper

Three types of copper derivatives formed by CuCl2·2H2O interaction with (Z)-3-aryl-2-(methylthio)-5-(pyridine-2-ylmethylene)-3,5-dihydro-4H-imidazol-4-ones

D. Guk, A. Naumov, O. Krasnovskaya, V. Tafeenko, A. Moiseeeva, V. Pergushov, M. Melnikov, N. Zyk, A. Majouga and E. Belolglazkina, Dalton Trans., 2020, 49, 14528
DOI: 10.1039/D0DT02817G

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