K-Region-Extended [c]-Heteroannulated Pyrenes

Extended fused aromatic compounds are promising materials for organic electronics. Among them, structures with five-membered annulated rings differ from those consisting only of six-membered carbocyclic rings. To date, fusion of five-membered rings has been realized mainly via the [b]-edge, and syst...

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Hauptverfasser: Baumgärtner, Kevin (VerfasserIn) , Kirschbaum, Tobias (VerfasserIn) , Krutzek, Fabian (VerfasserIn) , Dreuw, Andreas (VerfasserIn) , Rominger, Frank (VerfasserIn) , Mastalerz, Michael (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 04 October 2017
In: Chemistry - a European journal
Year: 2017, Jahrgang: 23, Heft: 70, Pages: 17817-17822
ISSN:1521-3765
DOI:10.1002/chem.201703988
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1002/chem.201703988
Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201703988
Volltext
Verfasserangaben:Kevin Baumgärtner, Tobias Kirschbaum, Fabian Krutzek, Andreas Dreuw, Frank Rominger, Michael Mastalerz
Beschreibung
Zusammenfassung:Extended fused aromatic compounds are promising materials for organic electronics. Among them, structures with five-membered annulated rings differ from those consisting only of six-membered carbocyclic rings. To date, fusion of five-membered rings has been realized mainly via the [b]-edge, and systems fused via the [c]-edge are of low stability. Whereas linearly double [b]-fused systems are stable, analogous [c]-fused systems have not been described to date. Comparable to the stabilization of longer acenes by peri-fusion, herein the synthesis of doubly [c]-annulated systems stabilized by double peri-fusion is described. The compounds were analyzed by X-ray crystallography, photophysical methods, and DFT calculations to gain deeper insight into the nature of conjugation in these new systems.
Beschreibung:Gesehen am 11.09.2018
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201703988