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Synfacts 2007(11): 1156-1156  
DOI: 10.1055/s-2007-991283
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York

Coupling Along the Bay

Contributor(s): Timothy M. Swager, Brett VanVeller
H. Qian, Z. Wang*, W. Yue, D. Zhu*
Institute of Chemistry, Chinese Academy of Sciences and Grauate School of the Chinese Academy of Sciences, Beijing, P. R. of China
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Publication History

Publication Date:
23 October 2007 (online)

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Significance

Synthesis of bay-region fused perylene-3,4:9,10-tetracarboxylic acid diimides (PDIs) was achieved through application of the Ullmann reaction. A stoichiometric amount of CuI is required for this dramatic enlargement of the π-system. The UV-Vis spectra revealed the products to be ‘full-absorption dyes’ since both showed high extinction coefficients across most of the visible region. Additionally, cyclic voltammetry experiments reveal such compounds to be strong electron acceptors.