Synthesis of Luminescent 2-7 Disubstituted Silafluorenes with alkynyl-carbazole, -phenanthrene, and -benzaldehyde substituents
| Autor: | Janet Braddock-Wilking, Shelby J. Jarrett, Ethan Gallaher, Cynthia M. Dupureur, Stephan Germann, Nigam P. Rath |
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| Rok vydání: | 2020 |
| Předmět: |
010405 organic chemistry
Carbazole Aryl Organic Chemistry Sonogashira coupling Phenanthrene 010402 general chemistry 01 natural sciences Biochemistry Fluorescence Medicinal chemistry 0104 chemical sciences Inorganic Chemistry Benzaldehyde chemistry.chemical_compound chemistry Materials Chemistry Physical and Theoretical Chemistry Luminescence Dichloromethane |
| Zdroj: | Journal of Organometallic Chemistry. 927:121514 |
| ISSN: | 0022-328X |
| DOI: | 10.1016/j.jorganchem.2020.121514 |
| Popis: | Three new fluorescent 2,7-alkynyl(aryl)-3,6-dimethoxy-9,9-diphenylsilafluorenes have been synthesized using a Pd-catalyzed Sonogashira coupling reaction to incorporate alkynyl(aryl) groups at the 2,7-positions of the ring. The substituents include 9-ethynylcarbazole, 4-ethynylbenzaldehyde, and 3-ethynylphenanthrene. These new compounds were characterized utilizing X-ray crystallography as well as multinuclear NMR, mass spectrometry, UV-Vis, and fluorescence spectroscopic techniques. These silafluorenes, which are yellow crystals in the solid state, showed high quantum yields with moderate molar extinction coefficients in dichloromethane and strong blue emission. Key words: silafluorene, luminescence. |
| Databáze: | OpenAIRE |
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