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Synfacts 2009(6): 0622-0622  
DOI: 10.1055/s-0029-1216661
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Highly Fluorescent Far-Red Processable Quaterrylenes

Contributor(s): Timothy M. Swager, Ryan M. Moslin
Y. Li, Z. Wang*
Beijing National Laboratory for Molecular Sciences and the Graduate University of the Chinese Academy of Sciences, Beijing, P. R. of China
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Publication History

Publication Date:
25 May 2009 (online)

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Significance

The authors’ interest in processable  polynaphthalenes  led  them  to  consider N-annulated variants with compound 3 as a suitable small molecule target. The nitrogen atom increases the electron density of the aromatic system making oxidative dimerization and cyclization easier,   while  the  alkyl  substituent  of  the  amine increases solubility and processability. The synthesis of 3 was accomplished from the readily available N-annulated perylene 1 in a single, low-yielding step or via a higher-yielding two-step sequence.