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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| Main Authors: | , , , , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
04 October 2017
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| In: |
Chemistry - a European journal
Year: 2017, Volume: 23, Issue: 70, Pages: 17817-17822 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201703988 |
| Online Access: | Verlag, Volltext: http://dx.doi.org/10.1002/chem.201703988 Verlag, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201703988 
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| Author Notes: | Kevin Baumgärtner, Tobias Kirschbaum, Fabian Krutzek, Andreas Dreuw, Frank Rominger, Michael Mastalerz |
| Summary: | 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. |
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| Item Description: | Gesehen am 11.09.2018 |
| Physical Description: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201703988 |