Planarized Triarylboranes: Stabilization by Structural Constraint and Their Plane-to-Bowl Conversion

被引:258
作者
Zhou, Zhiguo [2 ,4 ]
Wakamiya, Atsushi [1 ,3 ]
Kushida, Tomokatsu [2 ,4 ]
Yamaguchi, Shigehiro [2 ,4 ]
机构
[1] Kyoto Univ, Inst Chem Res, Kyoto 6110011, Japan
[2] Nagoya Univ, Grad Sch Sci, Dept Chem, Chikusa Ku, Nagoya, Aichi 4648602, Japan
[3] JST PRESTO, Kyoto 6110011, Japan
[4] JST CREST, Chikusa Ku, Nagoya, Aichi 4648602, Japan
基金
日本学术振兴会;
关键词
PI-ELECTRON MATERIALS; CONFORMATIONAL-ANALYSIS; ORGANOBORON COMPOUNDS; OPTICAL-PROPERTIES; BORON; FLUORIDE; POLYMERS; SYSTEMS; DIBENZOBOROLE; SUBSTITUENTS;
D O I
10.1021/ja211944q
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Triphenylborane and 9,10-diphenyl-9,10-dihydro-9,10-diboraanthracene, constrained to a planar arrangement with methylene tethers, were synthesized by intramolecular multi-fold Friedel-Crafts cyclization. These compounds were stable toward air, water, and amines, despite the absence of steric protection in the vertical direction with respect to the B atoms, and showed characteristic structural, electronic, and photophysical properties. In addition, upon treatment with a fluoride ion, these compounds underwent a plane-to-bowl conversion in a controlled manner.
引用
收藏
页码:4529 / 4532
页数:4
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