K-Region-Extended [c]-Heteroannulated Pyrenes

• Verfasst von: Baumgärtner, Kevin [VerfasserIn]
• Verfasst von: Kirschbaum, Tobias [VerfasserIn]
• Verfasst von: Krutzek, Fabian [VerfasserIn]
• Verfasst von: Dreuw, Andreas [VerfasserIn]
• Verfasst von: Rominger, Frank [VerfasserIn]
• Verfasst von: Mastalerz, Michael [VerfasserIn]
• Titel: K-Region-Extended [c]-Heteroannulated Pyrenes
• Verf.angabe: Kevin Baumgärtner, Tobias Kirschbaum, Fabian Krutzek, Andreas Dreuw, Frank Rominger, Michael Mastalerz
• E-Jahr: 2017
• Jahr: 04 October 2017
• Umfang: 6 S.
• Fussnoten: Gesehen am 11.09.2018
• Titel Quelle: Enthalten in: Chemistry - a European journal
• Ort Quelle: Weinheim : Wiley-VCH, 1995
• Jahr Quelle: 2017
• Band/Heft Quelle: 23(2017), 70, Seite 17817-17822
• ISSN Quelle: 1521-3765
• DOI: doi:10.1002/chem.201703988
• Datenträger: Online-Ressource
• Sprache: eng
• Sach-SW: annulation
• Sach-SW: conjugation
• Sach-SW: heterocycles
• Sach-SW: polycycles
• K10plus-PPN: 1580847250

Abstract

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.