Synthesis and Properties of C2h-Symmetric BN-Heteroacenes Tailored through Aromatic Central Cores

被引:46
作者
Wang, Xinyang [1 ]
Zhang, Fan [1 ]
Gao, Jianhua [2 ]
Fu, Yubin [1 ,3 ,4 ]
Zhao, Wuxue [1 ]
Tang, Ruizhi [1 ]
Zhang, Wanzheng [1 ]
Zhuang, Xiaodong [1 ]
Feng, Xinliang [1 ,3 ,4 ]
机构
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, State Key Lab Met Matrix Composites, Shanghai 200240, Peoples R China
[2] Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou 311121, Zhejiang, Peoples R China
[3] Tech Univ Dresden, Ctr Adv Elect Dresden Cfaed, D-01062 Dresden, Germany
[4] Tech Univ Dresden, Dept Chem & Food Chem, D-01062 Dresden, Germany
关键词
C-C; SEMICONDUCTORS; STABILITY; ACENES;
D O I
10.1021/acs.joc.5b01718
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 2-fold successive electrophilic borylation on one aromatic central core led to a series of C-2h-symmetric BN-heteroacenes in excellent yields. For the first time, we introduced trimethylsilyl (TMS) as either leaving group or oriented group for efficiently improving the preparation of BN-embedded polycyclic aromatic hydrocarbons (PAHs). The physical properties of the as-synthesized BN-heteroacenes in either solid state or solution can be finely tuned through the position isomerization or the fused ring numbers of the aromatic central core.
引用
收藏
页码:10127 / 10133
页数:7
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