Synthesis of Functionalizable Boron-Containing π-Electron Materials that Incorporate Formally Aromatic Fused Borepin Rings

被引:101
作者
Caruso, Anthony, Jr. [1 ]
Siegler, Maxime A. [1 ]
Tovar, John D. [1 ]
机构
[1] Johns Hopkins Univ, Dept Mat Sci & Engn, Dept Chem, Baltimore, MD 21218 USA
关键词
annulation; aromaticity; boron; conjugation; cross-coupling; CONJUGATED POLYMERS; ANALOGS; DIBENZOBOROLE;
D O I
10.1002/anie.201000411
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Not a natty B-OH: Borepin-based extended π-electron molecules contain bulky substituents that shield the vacant boron p orbitals and allow synthetic manipulation and purification under ambient conditions. These borepin-containing compounds (see picture; Mes* = 1,3,5-tris(tert-butyl) phenyl; B orange, C gray) display reversible cathodic electrochemistry and can be viewed as n-type analogues to bent acene hydrocarbons. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4213 / 4217
页数:5
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