Gold-Catalyzed Enantioselective Synthesis, Crystal Structure, and Photophysical/Chiroptical Properties of Aza[10]helicenes

被引:41
|
作者
Tanaka, Maya [1 ,2 ]
Shibata, Yu [1 ]
Nakamura, Kyosuke [2 ]
Teraoka, Kota [3 ]
Uekusa, Hidehiro [3 ]
Nakazono, Kazuko [4 ]
Takata, Toshikazu [4 ]
Tanaka, Ken [1 ]
机构
[1] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Appl Chem, Meguro Ku, Tokyo 1528550, Japan
[2] Tokyo Univ Agr & Technol, Grad Sch Engn, Dept Appl Chem, Koganei, Tokyo 1848588, Japan
[3] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Chem & Mat Sci, Meguro Ku, Tokyo 1528551, Japan
[4] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Organ & Polymer Mat, Meguro Ku, Tokyo 1528552, Japan
关键词
alkynes; asymmetric catalysis; azahelicenes; gold; hydroarylation; CROSS-CONJUGATED OLIGOTHIOPHENES; ASYMMETRIC-SYNTHESIS; 2+2+2 CYCLOADDITION; CYCLOISOMERIZATION; RESOLUTION; EFFICIENT; ROUTE; HYDROARYLATION; CYCLIZATIONS; COMPLEXES;
D O I
10.1002/chem.201601622
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The enantioselective synthesis of an aza[10]helicene, possessing two pyridone units, has been achieved by the gold-catalyzed intramolecular quadruple hydroarylation of a tetrayne. This aza[10]helicene was successfully converted into a fully aromatic aza[10]helicene, possessing two pyridine units. Structure-photophysical and chiroptical properties relationship in a series of azahelicene isomers has also been disclosed.
引用
收藏
页码:9537 / 9541
页数:5
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