Synthesis of Twist−Twist π-Conjugated Di-sec-alkylstilbenes and Stilbene Polymers
The Journal of Organic Chemistry2003Vol. 68(9), pp. 3710–3713
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Abstract
Twist-twist pi-conjugated (TTPC) pi systems promise unique properties with their 90 degrees twist angles. Di-sec-alkyl substituted stilbenes, 5, were prepared by low-valent titanium coupling of phenyl ketones, 4. Long alkyl chains stopped the coupling reaction. Stilbenes 5 were shown to be approximately 90% TTPC. Inserting TTPC units into poly(p-phenylene) polymers created highly fluorescent, soluble, TTPC pi systems with weak electronic segmentation for organic light emitting diode (OLED) studies.
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