Unexpected Side Chain Oxidation in a Swivel Cruciform Oligothiophene

作者:Koenen Jan Moritz; Bilge Askin; Allard Sybille; Alle Ronald; Meerholz Klaus; Scherf Ullrich*
来源:Organic Letters, 2009, 11(10): 2149-2152.
DOI:10.1021/ol900675f

摘要

Two swivel cruciform oligothiophenes are investigated for the occurrence of oxidative ring closure reactions. Surprisingly, instead of intramolecular cyclizations, a regioselective side chain oxidation of two of the four alpha-methylene groups next to the terminal thiophene rings is detected for one of the oligomers. Such side chain oxidations may be one unintended degradation pathway in oligothiophene-based organic semiconductors used as the active layer of organic field effect transistors (OFETs), organic light emitting diodes (OLEDs), and organic solar cells (OSCs).

  • 出版日期2009-5-21