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Cyclodimers and Cyclotrimers of 2,3?-Bisalkynylated Anthracenes,Phenazines and Diazatetracenes
Authors:Steffen Maier  Nikolai Hippchen  Dr Frank Rominger  Dr Jan Freudenberg  Prof Uwe H F Bunz
Institution:Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany
Abstract: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.
Keywords:acenes  alkynes  Glaser–Hay coupling  graphdyine  organic field-effect transistors
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