1,7-Difluorophore-Substituted AzaBODIPYs
| Autor: | Mangalampalli Ravikanth, Angira Koch |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
Anthracene
010405 organic chemistry Organic Chemistry 010402 general chemistry Photochemistry 01 natural sciences Fluorescence 0104 chemical sciences Electron transfer chemistry.chemical_compound chemistry Michael reaction Moiety Pyrene Aldol condensation Physical and Theoretical Chemistry Two-dimensional nuclear magnetic resonance spectroscopy |
| Zdroj: | European Journal of Organic Chemistry. 2018:228-234 |
| ISSN: | 1434-193X |
| DOI: | 10.1002/ejoc.201701396 |
| Popis: | Four different 1,7-difluorophore substituted azaBODIPYs containing fluorophores such as naphthalene, anthracene and pyrene were synthesized over a sequence of steps involving Aldol condensation, Michael addition, dipyrromethene formation and BF2-complexation. All these steps were optimized and the target 1,7-difluoro substituted azaBODIPYs along with other intermediate compounds were thoroughly characterized by HR-MS, 1D and 2D NMR spectroscopy. The absorption and electrochemical studies indicated a strong interaction between fluorophores and azaBODIPY moieties in compounds 1-4. The fluorescence studies revealed that 1,7-difluoro substituted azaBODIPYs with fluorophores such as naphthalene and pyrene are fluorescent and invoked the possibility of singlet-singlet energy transfer from fluorophores to azaBODIPY moiety whereas 1,7-dianthracenyl substituted azaBODIPY was completely non-fluorescent due to efficient photo-induced electron transfer between anthracene and azaBODIPY moieties. |
| Databáze: | OpenAIRE |
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