通过芳香中心核定制的C(2h)对称硼氮杂并苯的合成与性质
Synthesis and Properties of C(2h)-Symmetric BN-Heteroacenes Tailored through Aromatic Central Cores.
作者信息
Wang Xinyang, Zhang Fan, Gao Jianhua, Fu Yubin, Zhao Wuxue, Tang Ruizhi, Zhang Wanzheng, Zhuang Xiaodong, Feng Xinliang
机构信息
School of Chemistry and Chemical Engineering, State Key Laboratory of Metal Matrix Composites, Shanghai Jiao Tong University , Shanghai 200240, P. R. China.
Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University , Hangzhou 311121, P. R. China.
出版信息
J Org Chem. 2015 Oct 16;80(20):10127-33. doi: 10.1021/acs.joc.5b01718. Epub 2015 Oct 6.
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.
在一个芳香族中心核上进行的连续两次亲电硼化反应，以优异的产率得到了一系列具有C(2h)对称性的硼氮杂蒽。我们首次引入三甲基硅基（TMS）作为离去基团或导向基团，以有效改善嵌入硼氮的多环芳烃（PAHs）的制备。通过芳香族中心核的位置异构化或稠环数量，可以精细调节所合成的硼氮杂蒽在固态或溶液中的物理性质。
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