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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Main Authors: Maier, Steffen (Author) , Heckershoff, Robin (Author) , Hippchen, Nikolai (Author) , Brödner, Kerstin (Author) , Rominger, Frank (Author) , Freudenberg, Jan (Author) , Hashmi, A. Stephen K. (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 19 August 2022
In: Chemistry - a European journal
Year: 2022, Volume: 28, Issue: 64, Pages: 1-6
ISSN:1521-3765
DOI:10.1002/chem.202201842
Online Access: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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Author Notes:Steffen Maier, Robin Heckershoff, Nikolai Hippchen, Kerstin Brödner, Frank Rominger, Jan Freudenberg, A. Stephen K. Hashmi, and Uwe H.F. Bunz
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Summary: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.
Item Description:Gesehen am 27.02.2023
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202201842