Cyclodimers and cyclotrimers of 2,3 -bisalkynylated anthracenes, phenazines and diazatetracenes

The synthesis of novel (N−)acene-based cyclooligomers is reported. Glaser-Hay coupling of the bisethynylated monomers results in cyclodimers and cyclotrimers that are separable by column and gel-permeation chromatographies. For the diazatetracene, the use of sec-butyl-silylethynyl groups is necessar...

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Bibliographic Details
Main Authors: Maier, Steffen (Author) , Hippchen, Nikolai (Author) , Rominger, Frank (Author) , Freudenberg, Jan (Author) , Bunz, Uwe H. F. (Author)
Format: Article (Journal)
Language:English
Published: 06 October 2021
In: Chemistry - a European journal
Year: 2021, Volume: 27, Issue: 66, Pages: 16320-16324
ISSN:1521-3765
DOI:10.1002/chem.202103193
Online Access:Verlag, kostenfrei, Volltext: https://doi.org/10.1002/chem.202103193
Verlag, kostenfrei, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.202103193
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Author Notes:Steffen Maier, Nikolai Hippchen, Frank Rominger, Jan Freudenberg, and Uwe H.F. Bunz
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Summary:The synthesis of novel (N−)acene-based cyclooligomers is reported. Glaser-Hay coupling of the bisethynylated monomers results in cyclodimers and cyclotrimers that are separable by column and gel-permeation chromatographies. For the diazatetracene, the use of sec-butyl-silylethynyl groups is necessary to achieve solubility. Diazatetracene-based cyclodimers and cyclotrimers were used as semiconductors in thin-film transistors. Although their optoelectronic properties are quite similar, their electron mobilities in proof-of-concept thin-film transistors differ by an order of magnitude.
Item Description:Gesehen am 10.03.2022
Physical Description:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.202103193