A visible-light-induced 'on-off' one-pot synthesis of 3-arylacetylene coumarins with AIE properties
| Autor: | Yangjie Wu, Xinjie Wu, Ming Jia, Zheng Zhao, Yabo Li, Jinhu Xi, Jung Keun Kim, Mengmeng Huang, Junkai Liu |
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| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
Chemistry Organic Chemistry One-pot synthesis Quantum yield 010402 general chemistry Ring (chemistry) Photochemistry 01 natural sciences Biochemistry Single Crystal Diffraction 0104 chemical sciences Catalysis Photocatalysis Molecule Physical and Theoretical Chemistry Visible spectrum |
| Zdroj: | Organicbiomolecular chemistry. 18(17) |
| ISSN: | 1477-0539 |
| Popis: | A mild and simple one-pot stepwise method to synthesize 3-arylacetylene coumarins from alkynoates was demonstrated. This catalytic system involves photosensitizer-free photocatalysis and thermocatalysis processes. A series of alkynoates and phenylacetylenes were well tolerated in the optimized multi-catalytic system. The corresponding 3-arylacetylene coumarins were obtained in moderate to excellent yields. The results of the studies of their optical properties showed that the aromatic ring at the C4-position of coumarins is unfavorable for improving the molecular fluorescence quantum yield in solution. Based on the spectral studies and X-ray single crystal diffraction analysis, it was found that AIE activities may exist in some of the 3-arylvinyl-4-aryl-coumarins in their solid state. We expect that these molecules may have potential optical applications. |
| Databáze: | OpenAIRE |
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