Divergent Synthesis of Heteroatom-Centered 4,8,12-Triazatriangulenes

被引:143
|
作者
Nakatsuka, Soichiro [1 ]
Gotoh, Hajime [1 ]
Kinoshita, Keisuke [1 ]
Yasuda, Nobuhiro [2 ]
Hatakeyama, Takuji [1 ]
机构
[1] Kwansei Gakuin Univ, Dept Chem, Sch Sci & Technol, 2-1 Gakuen, Sanda, Hyogo 6691337, Japan
[2] Japan Synchrotron Radiat Res Inst JASRI, 1-1-1 Kouto, Sayo, Hyogo 6795198, Japan
关键词
divergent synthesis; electrophilic substitution; heterocycles; triangulenes; X-ray diffraction; PLANARIZED TRIPHENYLBORANE; CATALYZED AMINATION; TRIANGULENE-TYPE; ARYL BROMIDES; MOLECULES; HETEROTRIANGULENES; TRIOXATRICORNAN; CONSTRUCTION; FLUORESCENT; FULLERENE;
D O I
10.1002/anie.201701246
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The increasing attention devoted to triangulenes and their heteroatom derivatives inspired us to explore a divergent synthesis of heteroatom-centered 4,8,12-triazatriangulenes, which involved the preparation of a nitrogen-containing macrocyclic precursor and subsequent central heteroatom introduction by electrophilic C-Li and C-H substitution. The boron-centered triangulene has a planar structure unlike the bowl-shaped phosphorus-and silicon-centered triangulenes. The described synthetic procedure can be used to fabricate a broad range of attractive functional materials, for example, for organic light-emitting diodes, based on heteroatom-centered triangulenes.
引用
收藏
页码:5087 / 5090
页数:4
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