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

A new class of 5-aryl-3-((E)-3-phenylallylidene)-2(3H)-furanones (3a-f) derivatives was synthesised and thoroughly characterised using 1 H 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 po-larities. 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 elec-tronegative oxygen atom in the unsaturated carbonyl fragment can form hydrogen bonds with protic solvents.(c) 2022 Elsevier B.V. All rights reserved.

Automated summary

A new class of 5-aryl-3-((E)-3-phenylallylidene)-2(3H)-furanones (3a-f) derivatives was synthesized and characterized. The absorption and emission spectra of the compounds were studied in ten solvents with different polarities. The emission spectra showed a consistent shape with a significant red shift as solvent polarity increased. The quantum yield decreased over 20-fold from toluene to water due to the formation of hydrogen bonds with protic solvents.