Synthesis and photophysical properties of 1,7-aroyl BODIPYs: an experimental and theoretical study
| Autor: | Ilya V. Efimov, Almira R. Miftyakhova, Maria D. Matveeva, Dmitry I. Zhilyaev, Paweł. Czulkin, Patryk Janasik, Giovanni Talarico, Leonid G. Voskressensky |
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| Přispěvatelé: | Efimov, Ilya V., Miftyakhova, Almira R., Matveeva, Maria D., Zhilyaev, Dmitry I., Czulkin, Paweł., Janasik, Patryk, Talarico, Giovanni, Voskressensky, Leonid G. |
| Rok vydání: | 2022 |
| Předmět: | |
| Zdroj: | New Journal of Chemistry. 46:19291-19300 |
| ISSN: | 1369-9261 1144-0546 |
| Popis: | A series of new boron-dipyrromethenes bearing an aroyl functionality have been efficiently synthesized through the reaction of 2,4-disubstituted pyrroles with aromatic aldehydes followed by oxidation with DDQ and reaction with BF3OEt2. The investigation of the photophysical properties of the prepared compounds revealed that they have a maximum of absorption 565 +/- 5 nm and a maximum of emission at 620 +/- 10 nm in DCM with quantum yields from 12% up to 96%. It was discovered the introduction of electron-donating substituents into the phenyl ring at the meso position of BODIPY significantly reduces the fluorescence quantum yield. Density functional theory (DFT)/time-dependent-DFT calculations (TD-DFT) reproduced the main features of these new compounds. |
| Databáze: | OpenAIRE |
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