Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 72, Pages 17546-17558Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202003605
Keywords
C− C coupling; electrochemistry; fluorescence; polycyclic aromatic hydrocarbons; strained molecules
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Funding
- DFG [Wi 1262/10-2]
- Projekt DEAL
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C-C cross coupling products of bowl-shaped as-indaceno[3,2,1,8,7,6-pqrstuv]picene (Idpc) and different planar arenes and ethynyl-arenes were synthesized. Photoluminescence as well as electrochemical properties of all products were investigated and complemented by time-dependent quantum chemical calculations. UV/Vis spectroelectrochemistry investigations of the directly linked (Idpc)(2) indicated the absence of any intramolecular charge-transfer transition of intermittently formed (Idpc)(2)(.-). All coupling products showed fluorescence. Ferrocene-1-yl-Idpc was structurally characterized by X-ray diffraction and is a rare example of a ferrocene-containing buckybowl exhibiting luminescence.
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