Composite tetraheteroarylenes and related higher cyclic oligomers of heteroarenes produced by palladium-catalyzed direct coupling

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Substantial research interests have been focused on cyclic π-conjugated molecules owing to their unique chemical and physical properties. By constructing hybrid aromatic arrays within these cyclic systems, new series of composite macrocycles would be provided. Our group has been studying the construction of such hybrids by adopting the palladiumcatalyzed direct coupling of heteroaromatics. We herein report the synthesis and characterization of thiophene-thiazole composite macrocycles. X-ray diffraction analyses revealed that some of these coupling products exhibit characteristic helical assemblies in the solid state. Additionally, we synthesized a heteroarene-fused cyclooctatetraene composed of four different heteroaryl fragments.

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