Abstract <p>A new heterocyclic compound belonging to the class of secondary alcohols, (5-ethoxy-1-methylbenzimidazol-2-yl)(4-methoxyphenyl)methanol (<b>1</b>), and its copper(II) (<b>2a</b>,<b> 2b</b>) and cobalt(III) (<b>3</b>) complexes are synthesized. The structures of these compounds are established by elemental analysis, IR and NMR spectroscopy, and single crystal X-ray diffraction. Depending on the crystallization conditions, two crystal modifications are formed from copper(II) acetate and ligand <b>1</b>: <b>2a</b> (tetranuclear cubane-type Cu<sub>4</sub>O<sub>4</sub> cluster, space group <i>P</i>2<sub>1</sub>2<sub>1</sub>2) and <b>2b</b> (chain structure with a Cu<sub>2</sub>O<sub>2</sub> core and acetate bridges, space group <i>C</i>2/<i>c</i>). In both cases, the ligand is coordinated in a bidentate mode through the nitrogen atom of the benzimidazole ring and the oxygen atom of the deprotonated alcohol group. The acetate groups act as intra-core bridges in <b>2a</b> and perform a dual function - bridging and terminal - in <b>2b</b>. Complex <b>3</b> is mononuclear octahedral Co(III) compound (space group <InlineEquation ID="IEq1"> <EquationSource Format="TEX">$R\bar{3}$</EquationSource> </InlineEquation>) with disordered hydroxyl protons. Complex <b>2b</b> exhibits strong anticoccidial activity exceeding that of the parent alcohol and the reference drug toltrazuril. It is shown that ligand <b>1</b> has high structural flexibility for the targeted tuning of the coordination architecture of its complexes.</p>

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Complexation of Copper(II) and Cobalt(III) with (5-ethoxy-1-methylbenzimidazol-2-yl)-(4-methoxyphenyl)Methanol: Synthesis, Structure, and Biological Properties

  • A. A. Shiryaeva,
  • V. G. Vlasenko,
  • A. S. Burlov,
  • Y. V. Koshchienko,
  • M. A. Kiskin,
  • A. A. Zubenko,
  • V. N. Khrustalev,
  • Y. V. Zubavichus

摘要

Abstract

A new heterocyclic compound belonging to the class of secondary alcohols, (5-ethoxy-1-methylbenzimidazol-2-yl)(4-methoxyphenyl)methanol (1), and its copper(II) (2a, 2b) and cobalt(III) (3) complexes are synthesized. The structures of these compounds are established by elemental analysis, IR and NMR spectroscopy, and single crystal X-ray diffraction. Depending on the crystallization conditions, two crystal modifications are formed from copper(II) acetate and ligand 1: 2a (tetranuclear cubane-type Cu4O4 cluster, space group P21212) and 2b (chain structure with a Cu2O2 core and acetate bridges, space group C2/c). In both cases, the ligand is coordinated in a bidentate mode through the nitrogen atom of the benzimidazole ring and the oxygen atom of the deprotonated alcohol group. The acetate groups act as intra-core bridges in 2a and perform a dual function - bridging and terminal - in 2b. Complex 3 is mononuclear octahedral Co(III) compound (space group $R\bar{3}$ ) with disordered hydroxyl protons. Complex 2b exhibits strong anticoccidial activity exceeding that of the parent alcohol and the reference drug toltrazuril. It is shown that ligand 1 has high structural flexibility for the targeted tuning of the coordination architecture of its complexes.