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

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• 作者：Xinyang Wang ; Fan Zhang ; Jianhua Gao ; Yubin Fu ; Wuxue Zhao ; Ruizhi Tang ; Wanzheng Zhang ; Xiaodong Zhuang ; Xinliang Feng
• 刊名：Journal of Organic Chemistry
• 出版年：2015
• 出版时间：October 16, 2015
• 年：2015
• 卷：80
• 期：20
• 页码：10127-10133
• 全文大小：421K
• ISSN：1520-6904

文摘

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.