Cyclodimers and Cyclotrimers of 2,3-Bisalkynylated Anthracenes, Phenazines and Diazatetracenes [Data]

The synthesis of novel (N-)acene-based cyclooligomers is reported. Glaser-Hay-coupling of the bisethynylated monomers results in cyclodimers and cyclotrimers, separable by column and gel permeation chromatographies. For the diazatetracene, the usage 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.