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Synfacts 2010(1): 0050-0050  
DOI: 10.1055/s-0029-1218420
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of a Quinoidal Bisanthene

Contributor(s): Timothy M. Swager, Rebecca R. Parkhurst
K. Zhang, K.-W. Huang, J. Li, J. Luo, C. Chi, J. Wu*
National University of Singapore, Singapore
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Publication History

Publication Date:
21 December 2009 (online)

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Significance

The introduction of quinoidal structures often makes a significant contribution to the optical and electronic properties of π-conjugated systems. Quinoidal character generally lowers the band gap of the system resulting in red-shifted and often near-infrared absorption. Many quinoidal compounds also exhibit amphoteric redox behavior. Solubility issues have complicated the synthesis of large π-conjugated polycyclic aromatic hydrocarbons.