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

Authors

  • 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

DOI:

https://doi.org/10.2298/JSC200917060S

Keywords:

Cu(II) complex, spectroscopic characterization, single crystal X-ray analysis, antimicrobial activity

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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Published

2020-12-23

How to Cite

[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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