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<p>A novel dicationic Brønsted acidic ionic liquid (DBAIL) was synthesized via an acid–base reaction between 1-((3-dimethylammonium)propyl)pyridinium chloride and sulfuric acid. The obtained ionic liquid was thoroughly characterized by Fourier transform infrared (FT-IR) spectroscopy, proton nuclear magnetic resonance (<sup>1</sup>H&#xa0;NMR) spectroscopy, carbon-13 nuclear magnetic resonance (<sup>13</sup>C&#xa0;NMR) spectroscopy, thermogravimetric analysis (TGA)/differential thermogravimetric analysis (DTG), mass spectrometry (MS), and the Hammett acidity function, thereby confirming its structural features and ionic properties. The DBAIL catalyzed the reaction of aldehydes, dimedone, and ammonium chloride at 110 <InlineEquation ID="IEq1"> <EquationSource Format="TEX">\(^{\circ }\)</EquationSource> <EquationSource Format="MATHML"><math> <mmultiscripts> <mrow /> <mrow /> <mo>∘</mo> </mmultiscripts> </math></EquationSource> </InlineEquation>C with 20 mol % of the DBAIL under solvent-free conditions, affording a series of 1,8-dioxodecahydroacridine derivatives with yields of up to 95 %. This synthetic method offers several advantages, including short reaction times, high yields along with low catalyst loading in neat conditions, and a simple work-up. Furthermore, the antibacterial activity of DBAIL was assessed against a panel of pathogenic microorganisms, revealing strong antimicrobial effects against both Gram-positive and Gram-negative bacteria, while no activity was observed against <i>Candida albicans</i>. These results underscore the potential of the DBAIL for applications in both synthetic chemistry and biomedicine. Finally, the in vitro cytotoxicity of the DBAIL was evaluated by MTT assay.</p>

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A novel room-temperature dicationic Brønsted acidic ionic liquid: synthesis, characterization and evaluation of its catalytic and antimicrobial activities

  • 期刊论文

  • 发表日期：

    2025年11月22日

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  • Elmira Rahimzadeh Abdi,
  • Ali Ezabadi,
  • Behin Omidi,
  • Marjaneh Samadizadeh

摘要

A novel dicationic Brønsted acidic ionic liquid (DBAIL) was synthesized via an acid–base reaction between 1-((3-dimethylammonium)propyl)pyridinium chloride and sulfuric acid. The obtained ionic liquid was thoroughly characterized by Fourier transform infrared (FT-IR) spectroscopy, proton nuclear magnetic resonance (1H NMR) spectroscopy, carbon-13 nuclear magnetic resonance (13C NMR) spectroscopy, thermogravimetric analysis (TGA)/differential thermogravimetric analysis (DTG), mass spectrometry (MS), and the Hammett acidity function, thereby confirming its structural features and ionic properties. The DBAIL catalyzed the reaction of aldehydes, dimedone, and ammonium chloride at 110 \(^{\circ }\) ∘ C with 20 mol % of the DBAIL under solvent-free conditions, affording a series of 1,8-dioxodecahydroacridine derivatives with yields of up to 95 %. This synthetic method offers several advantages, including short reaction times, high yields along with low catalyst loading in neat conditions, and a simple work-up. Furthermore, the antibacterial activity of DBAIL was assessed against a panel of pathogenic microorganisms, revealing strong antimicrobial effects against both Gram-positive and Gram-negative bacteria, while no activity was observed against Candida albicans. These results underscore the potential of the DBAIL for applications in both synthetic chemistry and biomedicine. Finally, the in vitro cytotoxicity of the DBAIL was evaluated by MTT assay.