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Chemistry in Industry : Journal of Chemists and Chemical Engineers of Croatia, Vol. 73 No. 1-2, 2024.

Original scientific paper

https://doi.org/10.15255/KUI.2023.018

Substituent and Solvent Effects on the Spectral Properties of 3-Substituted Derivatives of 4-Hydroxycoumarin

Ervina Bečić orcid id orcid.org/0000-0001-6371-9504 ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71 000 Sarajevo, Bosnia and Herzegovina
Mirza Dedić orcid id orcid.org/0000-0002-4951-7516 ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71 000 Sarajevo, Bosnia and Herzegovina
Belma Imamović orcid id orcid.org/0000-0002-2500-1419 ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71 000 Sarajevo, Bosnia and Herzegovina
Selma Špirtović-Halilović ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71 000 Sarajevo, Bosnia and Herzegovina
Elma Omeragić orcid id orcid.org/0000-0002-5996-4926 ; University of Sarajevo, Faculty of Pharmacy, Zmaja od Bosne 8, 71 000 Sarajevo, Bosnia and Herzegovina

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Abstract

Solvent and substitution effects on the UV/Vis spectroscopic and fluorescence behaviour of seven synthesized 3-substituted 4-hydroxycoumarin derivatives were tested. The tested compounds were dissolved in ethyl acetate, acetonitrile, and dimethyl sulfoxide. Absorption and emission spectra were recorded in the range of 200–800 nm. All tested 4-hydroxycoumarin derivatives showed good absorption in a wide range of 200–550 nm, depending on the properties of the substituents on the benzene ring of the cinnamoyl moiety and the type of solvent. In comparison to the unsubstituted analogue, compounds with an electron-donating group exhibited bathochromically shifted UV/Vis absorption and emission spectra. The highest fluorescence quantum yield was observed for compounds with dimethylamino and acetamido groups as substituents at the benzene ring. Considering that both substitution and solvent affect the absorption and emission spectra of the tested compounds, it can be concluded that judiciously selecting these parameters can improve their absorption and fluorescence properties, making them suitable for various analytical uses.

Keywords

coumarin derivatives; spectral properties; fluorescence; substitution

Hrčak ID:

313286

URI

https://hrcak.srce.hr/313286

Publication date:

18.1.2024.

Article data in other languages: croatian

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