Synthesis, characterization and photophysical properties of new 2(3H) furanone derivatives

• Published in: Journal of molecular structure 2023-02, Vol.1274, p.134543, Article 134543
• Main Authors: Soliman, Mohamed H.A., El-Sakka, Sahar S., Fathy, Asmaa S., Kamel, Rasha M.
• Format: Article
• Language: English
• Subjects: Fluorescence; Furanone; Quantum yield; Solvatochromism; Spectroscopy
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2022.134543

•Synthesis A new 5-aryl-3-((E)-3-phenylallylidene)-2(3H)-furanones (3a-f) compounds.•Photophysical properties of synthesized compounds have been studied.•The quantum yield and Stokes shift have been calculated.•The effect of solvent polarity on the absorption and emission spectra have been examined. A new class of 5-aryl-3-((E)-3-phenylallylidene)-2(3H)-furanones (3a-f) derivatives was synthesised and thoroughly characterised using 1H NMR, FT-IR, and elemental analysis. The absorption and emission spectra of prepared compounds (3a-f) have been conducted in ten different solvents with different polarities. The emission spectra for all synthesized derivatives are the same in shape, with a large red shift being recorded with increasing solvent polarity. Additionally, the quantum yield decreases more than 20-fold from toluene to water. Due to the resonance structures of such derivatives, the electronegative oxygen atom in the unsaturated carbonyl fragment can form hydrogen bonds with protic solvents.