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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Hauptverfasser: Günther, Benjamin (VerfasserIn) , Wadepohl, Hubert (VerfasserIn) , Gade, Lutz H. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: March 2, 2020
In: Organic letters
Year: 2020, Jahrgang: 22, Heft: 6, Pages: 2298-2302
ISSN:1523-7052
DOI:10.1021/acs.orglett.0c00478
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.orglett.0c00478
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Verfasserangaben:Benjamin A.R. Günther, Sebastian Höfener, Robert Eichelmann, Ute Zschieschang, Hubert Wadepohl, Hagen Klauk, and Lutz H. Gade
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Zusammenfassung: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.
Beschreibung:Gesehen am 30.07.2020
Beschreibung:Online Resource
ISSN:1523-7052
DOI:10.1021/acs.orglett.0c00478