Tuning the Photophysical Properties of Flavins by Attaching an Aryl Moiety via Direct C–C Bond Coupling
Fuente:
Zenodo
Saved in:
| Main Authors: | , , , , , , , , , |
|---|---|
| Format: | Recurso digital |
| Language: | English |
| Published: |
Zenodo
2022
|
| Online Access: | |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1866901710423719936 |
|---|---|
| author | Čubiňák, Marek Varma, Naisargi Oeser, Petr Pokluda, Adam Pavlovska, Tetiana Cibulka, Radek Sikorski, Marek tobrman, tomas University of Chemistry and Technology Adam Mickiewicz University in Poznań |
| author_facet | Čubiňák, Marek Varma, Naisargi Oeser, Petr Pokluda, Adam Pavlovska, Tetiana Cibulka, Radek Sikorski, Marek tobrman, tomas University of Chemistry and Technology Adam Mickiewicz University in Poznań |
| contents | <p>Palladium-catalyzed Suzuki reactions of brominated flavin derivatives (5-deazaflavins, alloxazines, and isoalloxazines) with boronic acids or boronic acid esters that occur readily under mild conditions were shown to be an effective tool for the synthesis of a broad range of 7/8-arylflavins. In general, the introduction of an aryl/heteroaryl group by means of a direct C–C bond has been shown to be a promising approach to tuning the photophysical properties of flavin derivatives. The aryl substituents caused a bathochromic shift in the absorption spectra of up to 52 nm and prolonged the fluorescence lifetime by up to 1 order of magnitude. Moreover, arylation of flavin derivatives decreased their ability to generate singlet oxygen.</p> |
| format | Recurso digital |
| id | zenodo_https___doi_org_10_5281_zenodo_17937080 |
| institution | Zenodo |
| language | eng |
| publishDate | 2022 |
| publisher | Zenodo |
| record_format | zenodo |
| spellingShingle | Tuning the Photophysical Properties of Flavins by Attaching an Aryl Moiety via Direct C–C Bond Coupling Čubiňák, Marek Varma, Naisargi Oeser, Petr Pokluda, Adam Pavlovska, Tetiana Cibulka, Radek Sikorski, Marek tobrman, tomas University of Chemistry and Technology Adam Mickiewicz University in Poznań <p>Palladium-catalyzed Suzuki reactions of brominated flavin derivatives (5-deazaflavins, alloxazines, and isoalloxazines) with boronic acids or boronic acid esters that occur readily under mild conditions were shown to be an effective tool for the synthesis of a broad range of 7/8-arylflavins. In general, the introduction of an aryl/heteroaryl group by means of a direct C–C bond has been shown to be a promising approach to tuning the photophysical properties of flavin derivatives. The aryl substituents caused a bathochromic shift in the absorption spectra of up to 52 nm and prolonged the fluorescence lifetime by up to 1 order of magnitude. Moreover, arylation of flavin derivatives decreased their ability to generate singlet oxygen.</p> |
| title | Tuning the Photophysical Properties of Flavins by Attaching an Aryl Moiety via Direct C–C Bond Coupling |
| url | https://doi.org/10.5281/zenodo.17937080 |