Substituted cyclopentannulated tetraazapentacenes

Brominated pentannulated dihydrotetraazapentacenes were prepared by gold- or palladium-catalyzed 5-endo-dig cyclization of TIPS-ethynylated dihydrotetraazaacenes (TIPS = triisopropylsilyl). Post-functionalization was demonstrated by Sonogashira alkynylation and Rosenmund-von Braun cyanation. Calcula...

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Hauptverfasser: Maier, Steffen (VerfasserIn) , Heckershoff, Robin (VerfasserIn) , Hippchen, Nikolai (VerfasserIn) , Brödner, Kerstin (VerfasserIn) , Rominger, Frank (VerfasserIn) , Freudenberg, Jan (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn) , Bunz, Uwe H. F. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 19 August 2022
In: Chemistry - a European journal
Year: 2022, Jahrgang: 28, Heft: 64, Pages: 1-6
ISSN:1521-3765
DOI:10.1002/chem.202201842
Online-Zugang:Resolving-System, kostenfrei, Volltext: https://doi.org/10.1002/chem.202201842
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202201842
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Verfasserangaben:Steffen Maier, Robin Heckershoff, Nikolai Hippchen, Kerstin Brödner, Frank Rominger, Jan Freudenberg, A. Stephen K. Hashmi, and Uwe H.F. Bunz
Beschreibung
Zusammenfassung:Brominated pentannulated dihydrotetraazapentacenes were prepared by gold- or palladium-catalyzed 5-endo-dig cyclization of TIPS-ethynylated dihydrotetraazaacenes (TIPS = triisopropylsilyl). Post-functionalization was demonstrated by Sonogashira alkynylation and Rosenmund-von Braun cyanation. Calculations predict these species to act as n-type semiconductors, which was verified for two derivates through characterization in organic field-effect transistors.
Beschreibung:Gesehen am 27.02.2023
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202201842