1. Unexpected Side Chain Oxidation in a Swivel Cruciform Oligothiophene
- Author
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Askin Bilge, Ullrich Scherf, Sybille Allard, Ronald Alle, Jan-Moritz Koenen, and Klaus Meerholz
- Subjects
Organic solar cell ,Organic Chemistry ,Ring (chemistry) ,Photochemistry ,Biochemistry ,Organic semiconductor ,chemistry.chemical_compound ,chemistry ,Cruciform ,Intramolecular force ,Thiophene ,Side chain ,OLED ,Physical and Theoretical Chemistry - Abstract
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).
- Published
- 2009
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