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Synthesis and Properties of a Fluorene-Capped Isotruxene:  A New Unsymmetrical Star-Shaped π-System

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journal contribution
posted on 07.12.2006, 00:00 by Jye-Shane Yang, Yar-Ru Lee, Jyu-Lun Yan, Ming-Chun Lu
An unsymmetrical star-shaped π-system (1) with an isotruxene core and three fluorene arms has been synthesized, and its photophysical, electrochemical, and thermochemical properties have been investigated and compared with the corresponding symmetrical truxene derivatives 2ad (Kanibolotsky, A. L.; Berridge, R.; Skabara, P. J.; Perepichka, I. F.; Bradley, D. D. C.; Koeberg, M. J. Am. Chem. Soc. 2004, 126, 13695−13702). Stronger electronic couplings between the arms in 1 vs 2ad lead to lower optical band gap, larger splitting in oxidation potentials, and superior thermostability.