Journal
Title | Microwave-promoted Synthesis and OptoelectronicProperties of Ethoxycarbonyl-substituted Coumarin and Benzo[f]coumarin Posted by Evelyn Creencia |
Authors | Shinje Minoza, Joshua Andrew P. Nillama, and Evelyn C. Creencia |
Publication date | 2022/10 |
Journal | Philippine Journal of Science |
Volume | 151 (2022) |
Issue | 5 |
Pages | 1647-1656 |
Publisher | Department of Science and Technology |
Abstract | Microwave-assisted potassium fluoride-catalyzed synthesis of coumarin derivatives via tandem Knoevenagel condensation and intramolecular cyclization was established under solvent-free conditions. Satisfactory product yields were obtained with 67.87 and 90.21% as the highest recorded yields for the target compounds 3a (ethyl 2-oxo-2H-chromen-3-carboxylate) and 3b (ethyl 2-oxo-2H-benzo[f]chromen-3-carboxylate), respectively. The changes in the optoelectronic properties of the synthesized coumarin derivatives relative to the parent coumarin (2H-chromen-2-one) molecule were also characterized to study, to some degree, the structure-to-property relationship of the compounds. Generally, extending the ÃÂ-conjugation at position-3 by adding the ethoxycarbonyl group and expanding the ÃÂ-system of the coumarin molecule at position-f shifts the absorption maxima to longer wavelengths, decreases the HOMO-LUMO energy band gap, and increases the light absorptivity of the coumarin compound. |
Index terms / Keywords | coumarins, microwave, Knoevenagel condensation, one-pot, optoelectronics |
URL | https://philjournalsci.dost.gov.ph/publication/regular-issues/next-issue/115-vol-151-no-5-october-2022/1686-microwave-promoted-synthesis-and-optoelectronic-properties-of-ethoxycarbonyl-substituted-coumarin-and-benzo-f-coumarin |