Reaction of a 3-aryilidene-2-thiohydantoin derivative with polymeric trans-[CuCl2(DMSO)2]n complex: unexpected isomerization to dinuclear cis-[{CuCl(DMSO)2}(mi-Cl)]2

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Published: Dec 23, 2020
DOI: https://doi.org/10.2298/JSC200917060S
Keywords:
Cu(II) complex spectroscopic characterization single crystal X-ray analysis antimicrobial activity

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Petar B. Stanić
University of Kragujevac, Faculty of Science, Department of Chemistry, Radoja Domanovića 12, 34000 Kragujevac, Serbia
Marko V. Rodić
University of Kragujevac, Faculty of Science, Department of Chemistry, Radoja Domanovića 12, 34000 Kragujevac, Serbia
Tanja V. Soldatović
State University of Novi Pazar, Department of Chemical-Technological Sciences, Vuka Karadžića bb, 36300 Novi Pazar, Serbia
Aleksandar B. Pavić
University of Belgrade, Institute of Molecular Genetics and Genetic Engineering, Vojvode Stepe 444a, 11000 Belgrade, Serbia
Nataša S. Radaković
University of Belgrade, Institute of Molecular Genetics and Genetic Engineering, Vojvode Stepe 444a, 11000 Belgrade, Serbia
Biljana M. Šmit
Faculty of Science University of Kragujevac Kragujevac, Serbia
http://orcid.org/0000-0001-9799-4723
Marija D. Živković
University of Kragujevac, Faculty of Medical Sciences, Department of Pharmacy, Svetozara Markovića 69, 34000 Kragujevac, Serbia
https://orcid.org/0000-0002-1467-8002

Abstract

The 3-arylidene-2-thiohydantoin derivative, 3-[(2-hydroxy­benzyl­idene)amino]-2-thioxoimidazolidin-4-one, was synthesized in a two-step con­densation reaction of 2-hydroxybenzaldehyde, thiosemicarbazide and ethyl chloroacetate. The ligand was structurally characterized by NMR and IR spec­troscopy, as well as by elemental analysis. In the reaction of the well-known polymeric trans-[CuCl2(DMSO)2]n complex with the polydentate thiohydan­toin type ligand, instead of the corresponding copper thiohydantoin complex, unexpectedly, the dinuclear cis-[{CuCl(DMSO)2}(m-Cl)]2 complex (1) was formed predominantly as the final stable product. The structure of the complex 1 was confirmed by single crystal X-ray diffraction analysis. The cis-complex is obtained through assisted isomerization of the trans-form, in which the thio­hydantoin derivative has a crucial role.

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[1]
P. B. Stanić, “Reaction of a 3-aryilidene-2-thiohydantoin derivative with polymeric trans-[CuCl2(DMSO)2]n complex: unexpected isomerization to dinuclear cis-[{CuCl(DMSO)2}(mi-Cl)]2”, J. Serb. Chem. Soc., vol. 85, no. 12, pp. 1591–1603 , Dec. 2020.
Issue
Vol. 85 No. 12 (2020)
Section
Inorganic Chemistry
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