Synthesis and Photophysical Properties of Fluorescent 6-Aryl-D-π-A Coumarin Derivatives
Andrea CoccoFirst
Member of the Collaboration Group
;Paola CariaMember of the Collaboration Group
;Giuseppina SannaMember of the Collaboration Group
;Enzo CadoniMember of the Collaboration Group
;Riccardo CorpinoMember of the Collaboration Group
;Pier Carlo RicciMember of the Collaboration Group
;Carlo Maria Carbonaro
Penultimate
;Francesco Secci
Last
Member of the Collaboration Group
2021-01-01
Abstract
A series of 6-aryl coumarin dyes were synthesized in satisfactory yields by Pd-catalyzed Suzuki cross-coupling reactions with a panel of boronic acids and coumarin bromides. Photophysical studies highlighted a large Stoke shift and interesting fluorescence quantum yield for these compounds. Optical properties were also investigated with the aid of quantum chemical calculations. The treatment of selected coumarin dyes with increasing amounts of trifluoroacetic acid showed that their fluorescence can be strongly influenced by pH (fluorescence quenching at high acid concentrations), while the addition of Fe3+ and Al3+ metal ions allowed to highlight dichotomous behavior with the corresponding reduction in fluorescence with the increase of [Fe3+] or [Al3+]. Finally, biological assays and fluorescence microscopy imaging investigations indicated that these compounds can be used as potential biomarkers in living and fixed cells.File | Size | Format | |
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acsomega.1c04810.pdf open access
Description: articolo su rivista scientifica open access
Type: versione editoriale
Size 6.88 MB
Format Adobe PDF
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6.88 MB | Adobe PDF | View/Open |
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