3,4,7,8,11,12-hexamethoxy-2,6,10-triphenyl-1,5,9-triaza-2,6,10-triboracoronene

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 3,4,7,8,11,12-hexamethoxy-2,6,10-triphenyl-1,5,9-triaza-2,6,10-triboracoronene
• 英文别名: 3,4,7,8,11,12-hexamethoxy-1,5,9-triaza-2,6,10-triphenylboracoronene；TBNC；5,6,11,12,23,24-Hexamethoxy-3,9,15-triphenyl-2,8,14-triaza-3,9,15-triboraheptacyclo[14.6.2.04,21.07,20.010,19.013,18.017,22]tetracosa-1(22),4(21),5,7(20),10(19),11,13(18),16,23-nonaene；5,6,11,12,23,24-hexamethoxy-3,9,15-triphenyl-2,8,14-triaza-3,9,15-triboraheptacyclo[14.6.2.04,21.07,20.010,19.013,18.017,22]tetracosa-1(22),4(21),5,7(20),10(19),11,13(18),16,23-nonaene
• 化学式: C₄₂H₃₆B₃N₃O₆
• 分子量: 711.197
• InChiKey: QMTWZIWTWBUQQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  54
• 可旋转键数：
  9
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  91.5
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3,4,7,8,11,12-hexamethoxy-2,6,10-triphenyl-1,5,9-triaza-2,6,10-triboracoronene 在 水 作用下， 以 氯仿 为溶剂， 反应 336.0h， 以68%的产率得到3,4,7,8,11,12-hexamethoxy-1,5,9-triaza-2,6,10-trihydroxyboracoronene
  参考文献：
  名称：

  1,5,9-Triaza-2,6,10-triphenylboracoronene: BN-Embedded Analogue of Coronene

  摘要：

  A novel BN-fused coronene derivative 1,5,9-triaza-2,6,10-triphenylboracoronene (1) has been successfully synthesized in one step from 2,3,6,7,9,10-hexamethoxy-1,5,9-triamino-triphenylene. Compound 1 has been investigated using photophysical, electrochemical, and molecular simulation methods. Interestingly, three phenyl groups at B centers in compound 1 can be replaced by hydroxyl units stepwise through hydroxylation in wet organic solvents, leading to changes in the packing and physical properties.

  DOI：

  10.1021/ol503575t
• 作为产物：
  描述：

  2,3,6,7,9,10-hexamethoxy-1,5,9-triamino-triphenylene 、 二氯苯酚溴酯 在 三乙胺 作用下， 以 邻二氯苯 为溶剂， 反应 12.0h， 以35%的产率得到3,4,7,8,11,12-hexamethoxy-2,6,10-triphenyl-1,5,9-triaza-2,6,10-triboracoronene
  参考文献：
  名称：

  Synthesis, structure and properties of C₃-symmetric heterosuperbenzene with three BN units

  摘要：

  使用三个BN单位和C3对称性的BN杂环十字芭蒽的第一个母体骨架被合成，作为BN掺杂石墨烯的模型化合物。

  DOI：

  10.1039/c4cc10105g

文献信息

• Synthesis, structure and properties of C₃-symmetric heterosuperbenzene with three BN units
  作者：Xiao-Ye Wang、Fang-Dong Zhuang、Xin-Chang Wang、Xiao-Yu Cao、Jie-Yu Wang、Jian Pei

  DOI：10.1039/c4cc10105g

  日期：——

  The first parent skeleton of BN heterocoronene with three BN units andC₃symmetry was synthesized as a model compound of BN-doped graphene.

  使用三个BN单位和C3对称性的BN杂环十字芭蒽的第一个母体骨架被合成，作为BN掺杂石墨烯的模型化合物。
• 1,5,9-Triaza-2,6,10-triphenylboracoronene: BN-Embedded Analogue of Coronene
  作者：Gang Li、Wei-Wei Xiong、Pei-Yang Gu、Jun Cao、Jia Zhu、Rakesh Ganguly、Yongxin Li、Andrew C Grimsdale、Qichun Zhang

  DOI：10.1021/ol503575t

  日期：2015.2.6

  A novel BN-fused coronene derivative 1,5,9-triaza-2,6,10-triphenylboracoronene (1) has been successfully synthesized in one step from 2,3,6,7,9,10-hexamethoxy-1,5,9-triamino-triphenylene. Compound 1 has been investigated using photophysical, electrochemical, and molecular simulation methods. Interestingly, three phenyl groups at B centers in compound 1 can be replaced by hydroxyl units stepwise through hydroxylation in wet organic solvents, leading to changes in the packing and physical properties.