Propeller-Shaped Aluminum Complexes with an Azaperylene Core in the Ligands

Inorganics

Michihisa Murata¹  Masahiro Muraoka¹  Nana Toyama²  Takahiro Sasamori³  Yasujiro Murata⁴  Masahiro Tsukao⁴  Yoshifumi Hashikawa⁴  Atsushi Wakamiya⁴ 

[1] Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1 Omiya, Asahi-ku, Osaka 535-8585, Japan;Graduate School of Engineering, Osaka Institute of Technology, 5-16-1 Omiya, Asahi-ku, Osaka 535-8585, Japan;Graduate School of Natural Sciences, Nagoya City University, Yamanohata 1, Mizuho-cho, Mizuho-ku, Nagoya, Aichi 467-8501, Japan;Institute for Chemical Research, Kyoto University, Uji, Kyoto 611-0011, Japan;

关键词: Alq₃;    8-hydoxyquinoline;    annulation;    direct C–H arylation;    perylene;    PAH;   

DOI  :  10.3390/inorganics7090109

来源: DOAJ

【 摘 要 】

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, i.e., a honeycomb packing along the ab-plane and columnar π-stacks along the c-axis. An Alq₃ analogue with azaperylene-dicarboximide ligands exhibited deep blue color in solution with an intense absorption band that extended to 780 nm (λ_max = 634 nm; ε = 58,000 M⁻¹ cm⁻¹).

【 授权许可】

Unknown