Thallium(I) Tropolonates: Synthesis, Structure, Spectral Characteristics, and Antimicrobial Activity Compared to Lead(II) and Bismuth(III) Analogues

Molecules. 2021 Dec 29;27(1):183. doi: 10.3390/molecules27010183.

Abstract

Synthesis, single-crystal X-ray determination diffraction and FT-IR, NMR (1H, 13C, 19F and 205Tl), UV-vis, and luminescence spectra characteristics were described for series of thallium(I) compounds: thallium(I) triflate (Tl(OTf)), 1:1 co-crystals of thallium(I) triflate and tropolone (Htrop), Tl(OTf)·Htrop, as well as simple thallium(I) chelates: Tl(trop) (1), Tl(5-metrop) (2), Tl(hino) (3), with Htrop, 5-methyltropolone (5-meHtrop), 4-isopropyltropolone (hinokitiol, Hhino), respectively, and additionally more complex {Tl@[Tl(hino)]6}(OTf) (4) compound. Comparison of their antimicrobial activity with selected lead(II) and bismuth(III) analogs and free ligands showed that only bismuth(III) complexes demonstrated significant antimicrobial activity, from two- to fivefold larger than the free ligands.

Keywords: 5-methyltropolone; antimicrobial activity; crystal structure; hinokitiol; thallium(I) complexes; thallium(I) triflate; tropolone.

MeSH terms

  • Anti-Infective Agents / chemical synthesis
  • Anti-Infective Agents / chemistry*
  • Anti-Infective Agents / pharmacology*
  • Bismuth / chemistry
  • Chemistry Techniques, Synthetic
  • Lead / chemistry
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Molecular Structure
  • Spectrum Analysis
  • Structure-Activity Relationship
  • Thallium / chemistry*
  • Tropolone / analogs & derivatives
  • Tropolone / chemical synthesis
  • Tropolone / chemistry*
  • Tropolone / pharmacology*

Substances

  • 5-methyltropolone
  • Anti-Infective Agents
  • Lead
  • Tropolone
  • Thallium
  • Bismuth