Enantioselective Synthesis, Crystal Structure, and Photophysical Properties of a 1,1′- Bitriphenylene-Based Sila[7]helicene

被引：51
|
作者：
Murayama, Koichi [1 ]
Oike, Yasuaki [1 ]
Furumi, Seiichi [2 ]
Takeuchi, Masayuki [3 ]
Noguchi, Keiichi [4 ]
Tanaka, Ken [1 ,5 ,6 ]
机构：
[1] Tokyo Univ Agr & Technol, Fac Engn, Dept Appl Chem, Koganei, Tokyo 1848588, Japan
[2] Tokyo Univ Sci, Fac Sci, Dept Appl Chem, Shinjuku Ku, Tokyo 1628601, Japan
[3] Natl Inst Mat Sci, Organ Mat Grp, Tsukuba, Ibaraki 3050047, Japan
[4] Tokyo Univ Agr & Technol, Instrumentat Anal Ctr, Koganei, Tokyo 1848588, Japan
[5] Tokyo Inst Technol, Grad Sch Sci & Engn, Dept Appl Chem, Meguro Ku, Tokyo 1528550, Japan
[6] Japan Sci & Technol Agcy JST, ACT C, Kawaguchi, Saitama 3320012, Japan
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 2015卷 / 07期
基金：
日本科学技术振兴机构;
关键词：
Luminescence; Helicenes; Triphenylenes; Cycloaddition; Rhodium; CIRCULARLY-POLARIZED LUMINESCENCE; CATALYZED 2+2+2 CYCLOADDITION; CROSS-CONJUGATED OLIGOTHIOPHENES; ONE HUNDRED YEARS; ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE SYNTHESES; HELICAL CHIRALITY; RESOLUTION; BOND; DERIVATIVES;
D O I：
10.1002/ejoc.201403565
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A 1,1'-bitriphenylene-based sila[7]helicene was synthesized with a high ee value by enantioselective double [2+2+2] cycloaddition of a biaryl-linked tetrayne with a silicon-linked bis(propargylic alcohol) as a key step. This sila[7]helicene exhibited a high tolerance toward racemization, which could be explained by the X-ray crystal structure analysis. With respect to the photophysical properties, this sila[7]helicene exhibited a relatively high fluorescence quantum yield and circularly polarized luminescence activity.
引用
收藏
页码：1409 / 1414
页数：6
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