Gulf-selective postsynthetic functionalization of a soluble hexabenzoovalene

The interest in 2D-annulated polycyclic aromatic hydrocarbons (PAHs) has risen in recent years due to promising applications in using PAHs for organic electronics. The larger the PAHs, the more insoluble they are, making their characterization and especially selective functionalization difficult. Tr...

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Hauptverfasser: Baumgärtner, Kevin (VerfasserIn) , Rominger, Frank (VerfasserIn) , Mastalerz, Michael (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 06 April 2018
In: Chemistry - a European journal
Year: 2018, Jahrgang: 24, Heft: 35, Pages: 8751-8755
ISSN:1521-3765
DOI:10.1002/chem.201800968
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201800968
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201800968
Volltext
Verfasserangaben:Kevin Baumgärtner, Frank Rominger, and Michael Mastalerz

MARC

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520 |a The interest in 2D-annulated polycyclic aromatic hydrocarbons (PAHs) has risen in recent years due to promising applications in using PAHs for organic electronics. The larger the PAHs, the more insoluble they are, making their characterization and especially selective functionalization difficult. Triptycene end-capping has been introduced to circumvent the problem of low solubility of a hexabenzoovalene (HBO). Additionally, the tendency to form single-crystals for X-ray diffraction is preserved. The good solubility of the HBO makes it possible to selectively difunctionalize the compound in the “gulf” region to change electronic properties of the π-system, which has been investigated photophysically as well as electrochemically. 
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