Mercuration and Telluration of 2-Fluoro-5-nitroaniline: Synthesis, Antibacterial, and Computational Study


New derivatives of organotellurium and organomercury compounds have been synthesized in the reaction of 2-fluoro-5-nitroaniline with mercuric acetate and further with tellurium(IV) tetrabromide. Reaction of (4-amino-5-fluoro-2-nitrophenyl)tellurium(IV) tribromide with 4-hydroxyphenyl mercury(II) chloride gives asymmetrical diaryltellurium(IV) dibromide, whereas reaction of (4-amino-5-fluoro-2-nitrophenyl)mercury(II) chloride with phenol and 4-hydroxy benzaldehyde produces a new aryl mercury(II) chloride that contains the azomethine and azo groups. Reaction of aryl mercury(II) chloride with tellurium(IV) tetrabromide results in aryaltellurium(IV) tribromide furnished by the azomethine and azo groups. Reduction of unsymmetrical diaryltellurium(IV) dibromide and aryltellurium(IV) tribromide by hydrazine hydrate leads to the corresponding asymmetrical diaryltelluride and diarylditelluride. Structures of the new synthesized compounds are supported by FT-IR and 1H NMR spectra. Anti-bacterial activity of the new products has been tested against Klebsiella pneumonia Proteus, Escherichia coli, Pseudomonas spp., and Staphylococcus aureus. The compounds are characterized as highly active. The molecular structure level and energies of compounds have been computed through the Density Functional Theory (DFT).

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The authors express their gratitude to the Department of Chemistry, Faculty of Education of Pure Sciences, Basrah University, Iraq for extending all facilities including laboratories and measurements of FT-IR spectra.

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Correspondence to R. H. Al-Asadi.

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Al-Asadi, R.H., Mohammed, M.K. & Dhaef, H.K. Mercuration and Telluration of 2-Fluoro-5-nitroaniline: Synthesis, Antibacterial, and Computational Study. Russ J Gen Chem 90, 703–709 (2020).

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  • organotellurium
  • organomercury
  • antibacterial
  • computational study