Perhalogenated tetraazaperopyrenes and their corresponding mono- and dianions

• Verfasst von: Günther, Benjamin [VerfasserIn]
• Verfasst von: Wadepohl, Hubert [VerfasserIn]
• Verfasst von: Gade, Lutz H. [VerfasserIn]
• Titel: Perhalogenated tetraazaperopyrenes and their corresponding mono- and dianions
• Verf.angabe: Benjamin A.R. Günther, Sebastian Höfener, Robert Eichelmann, Ute Zschieschang, Hubert Wadepohl, Hagen Klauk, and Lutz H. Gade
• E-Jahr: 2020
• Jahr: March 2, 2020
• Umfang: 5 S.
• Teil: volume:22
• Teil: year:2020
• Teil: number:6
• Teil: pages:2298-2302
• Teil: extent:5
• Fussnoten: Gesehen am 30.07.2020
• Titel Quelle: Enthalten in: Organic letters
• Ort Quelle: Washington, DC : ACS, 1999
• Jahr Quelle: 2020
• Band/Heft Quelle: 22(2020), 6, Seite 2298-2302
• ISSN Quelle: 1523-7052
• DOI: doi:10.1021/acs.orglett.0c00478
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1725926962

Abstract

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.