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Photocatalytic Synthesis of Coumarin Derivatives Using Visible-Light-Responsive Strawberry Dye-Sensitized Titanium Dioxide Nanoparticles.

Mshari A AlotaibiAbdulrahman I AlharthiTalal F QahtanSatam AlotibiAmani M AlansiMd Afroz Bakht
Published in: Nanomaterials (Basel, Switzerland) (2023)
This study presents a novel method for the photocatalytic synthesis of 4-aryl-6-(3-coumarinyl) pyrimidin-2 (1H)-ones (a coumarin derivative) using strawberry dye-sensitized TiO 2 (SD-TiO 2 ) under visible light. The synthesis of 4-aryl-6-(3-coumarinyl) pyrimidin-2 (1H)-ones was achieved through a three-component, one-pot condensation reaction involving 3-acetyl coumarin, aldehydes, and urea, utilizing SD-TiO 2 as a reusable and innovative photocatalyst at room temperature. The resulting SD-TiO 2 photocatalyst was thoroughly characterized using FT-IR, XPS, XRD, SEM, and BET. The efficacy of SD-TiO 2 was evaluated by comparing it to pristine TiO 2 in terms of photocatalytic activity, and the optimal conditions for the synthesis process were determined. Notably, the SD-TiO 2 photocatalyst exhibited a maximum yield of the compound, reaching up to 96% in just 30 min with a catalyst concentration of 1 mg/mL. This yield surpasses traditional thermal procedures employing reflux conditions, where 1 mg/mL of SD-TiO 2 is sufficient to complete the reaction. The resulting 4-aryl-6-(3-coumarinyl) pyrimidin-2 (1H)-ones were further characterized using 1 H-NMR and 13 C-NMR. Moreover, the stability of the SD-TiO 2 photocatalyst was confirmed through recyclability experiments and spectroscopic characterization, demonstrating its practicality for up to three consecutive reaction cycles.
Keyphrases
  • visible light
  • room temperature
  • magnetic resonance
  • high resolution
  • fluorescent probe
  • drug delivery