Perhalogenated tetraazaperopyrenes and their corresponding mono- and dianions
Chlorination and bromination of 2,9-perfluoropropyl-substituted tetraazaperopyrenes (TAPPs) under forcing conditions resulted in fully core-halogenated TAPP derivatives, devoid of hydrogen atoms at the polycyclic aromatic core. The octahalogenation stabilized the reduced mono- and dianionic compound...
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| Main Authors: | , , |
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| Format: | Article (Journal) |
| Language: | English |
| Published: |
March 2, 2020
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| In: |
Organic letters
Year: 2020, Volume: 22, Issue: 6, Pages: 2298-2302 |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/acs.orglett.0c00478 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.orglett.0c00478
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| Author Notes: | Benjamin A.R. Günther, Sebastian Höfener, Robert Eichelmann, Ute Zschieschang, Hubert Wadepohl, Hagen Klauk, and Lutz H. Gade |
| Summary: | Chlorination and bromination of 2,9-perfluoropropyl-substituted tetraazaperopyrenes (TAPPs) under forcing conditions resulted in fully core-halogenated TAPP derivatives, devoid of hydrogen atoms at the polycyclic aromatic core. The octahalogenation stabilized the reduced mono- and dianionic compounds sufficiently to allow for their characterization. The additional ortho-chlorination led to an improvement of the electron mobility compared to the bay-substituted tetrachloro-TAPP when employed as an n-channel semiconductor in thin-film transistors. |
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| Item Description: | Gesehen am 30.07.2020 |
| Physical Description: | Online Resource |
| ISSN: | 1523-7052 |
| DOI: | 10.1021/acs.orglett.0c00478 |