Aggregation-Induced Fluorescence of Carbazole and o-Carborane Based Organic Fluorophore
Carbazole based fluorophores 9-butyl-3,6-bis-(phenylethynyl)-9H-carbazole (1) and 9-butyl-3,6-bis-(2-phenyl-o-carborane)-9H-carbazole (2) were synthesized via Sonogashira type cross-coupling reaction and followed by insertion with decaborane. Compound 1 exhibited far more intense fluorescence than 2 in THF solution, while in solid state 2 exerted stronger fluorescence than 1. The fluorescence quenching behavior of 2 in THF solution could be attributed to the intramolecular charge transfer of donor-acceptor system in 2, which was confirmed by electrochemical experiments and DFT calculations. The fluorescence enhancement of 2 in solid state can be ascribed to aggregational induced packing which was evidenced by crystallographic study. In addition, compound 2 showed typical aggregation induced emission (AIE) behavior.
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AUTHORS (7)
- JJJiemin JiaoJKJia-Xin KangYMYanna MaQZQianyi ZhaoHLHuizhen LiJZJie ZhangXCXuenian Chen
CATEGORIES
- Geochemistry
- Biochemistry
- Organic Chemistry
- Medical Biochemistry: Proteins and Peptides (incl. Medical Proteomics)
- Nuclear Chemistry
- Medical Biochemistry and Metabolomics not elsewhere classified
- Analytical Biochemistry
- Cell Neurochemistry
- Physical Organic Chemistry
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- Catalysis and Mechanisms of Reactions
- Electroanalytical Chemistry
- Analytical Chemistry not elsewhere classified
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- Inorganic Chemistry