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Inorganics, Volume 7, Issue 9 (September 2019)
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Cover Story (view full-size image) Tris(8-hydroxyquinoline) aluminum(III) (Alq3) and its derivatives, characterized by a [...] Read more. Tris(8-hydroxyquinoline) aluminum(III) (Alq3) and its derivatives, characterized by a propeller-shaped three-dimensionally π-conjugated structure, have been intensively studied in the few past decades on account of their potential utility in optoelectronic applications. Reported herein, are the synthesis and properties of π-extended Alq3 complexes that contain an azaperylene core in each ligand. Intramolecular palladium-catalyzed direct C–H arylations or base-promoted arylations were employed to prepare these large Alq3 analogues. A single-crystal X-ray diffraction analysis of one of the obtained Al complexes revealed a unique three-dimensional packing structure within the crystal. An Alq3 analogue with azaperylene-dicarboximide ligands exhibited a deep blue color in solution with an intense absorption band that extended to 780 nm (λmax = 634 nm; ε = 58000 M–1 cm–1).