A Carbazole-Centered Expanded Helicene Stabilized with Hexabenzocoronene (HBC) Units
The synthesis and stabilization of heteroatom-doped nanocarbon molecules, such as carbazole-containing (super)helicenes, present significant challenges due to the complexities involved in maintaining structural integrity and electronic functionality. In this study, we successfully synthesized a carb...
Gespeichert in:
Veröffentlicht in: | Angewandte Chemie International Edition 2024-11, p.e202417745 |
---|---|
Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | The synthesis and stabilization of heteroatom-doped nanocarbon molecules, such as carbazole-containing (super)helicenes, present significant challenges due to the complexities involved in maintaining structural integrity and electronic functionality. In this study, we successfully synthesized a carbazole-centered expanded tris-hexabenzo[7]helicene (1) via a facile FeCl
-mediated Scholl coupling reaction. 1 exhibits both chemical and chiral stability and demonstrates fluorescence at 628 nm with a quantum yield of 0.40. Additionally, the enantiomers of 1 display pronounced chiroptical properties, including a distinct circular dichroism (CD) signal spanning from 300 to 600 nm. The absorption dissymmetry factor (|g
|) is determined to be 2.98×10
, while the circularly polarized luminescence brightness (B
) is measured as 32.50 M
cm
. |
---|---|
ISSN: | 1433-7851 1521-3773 1521-3773 |
DOI: | 10.1002/anie.202417745 |