8,8,14,14,22,22-Hexamethyl-1-borahexacyclo[11.7.1.13,19.02,7.09,21.015,20]docosa-2,4,6,9(21),10,12,15,17,19-nonaene | 1362852-10-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 8,8,14,14,22,22-Hexamethyl-1-borahexacyclo[11.7.1.13,19.02,7.09,21.015,20]docosa-2,4,6,9(21),10,12,15,17,19-nonaene
• 英文别名: 8,8,14,14,22,22-hexamethyl-1-borahexacyclo[11.7.1.13,19.02,7.09,21.015,20]docosa-2,4,6,9(21),10,12,15,17,19-nonaene
• CAS: 1362852-10-5
• 化学式: C₂₇H₂₇B
• 分子量: 362.322
• InChiKey: WUHLKSZTRHEGQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.12
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  8,8,14,14,22,22-Hexamethyl-1-borahexacyclo[11.7.1.13,19.02,7.09,21.015,20]docosa-2,4,6,9(21),10,12,15,17,19-nonaene 、 三(二甲氨基)锍二氟三甲基硅酸 以 四氢呋喃 为溶剂， 以77%的产率得到(S(N(CH₃)2)3)⁽¹⁺⁾*FB(C₆H₃C(CH₃)2)3^(1-)=(S(N(CH₃)2)3)(FB(C₆H₃C(CH₃)2)3)
  参考文献：
  名称：

  Planarized Triarylboranes: Stabilization by Structural Constraint and Their Plane-to-Bowl Conversion

  摘要：

  Triphenylborane and 9,10-diphenyl-9,10-dihydro-9,10-diboraanthracene, constrained to a planar arrangement with methylene tethers, were synthesized by intramolecular multi-fold Friedel-Crafts cyclization. These compounds were stable toward air, water, and amines, despite the absence of steric protection in the vertical direction with respect to the B atoms, and showed characteristic structural, electronic, and photophysical properties. In addition, upon treatment with a fluoride ion, these compounds underwent a plane-to-bowl conversion in a controlled manner.

  DOI：

  10.1021/ja211944q
• 作为产物：
  描述：

  8,8,14,14-Tetramethyl-1-borahexacyclo[11.7.1.13,19.02,7.09,21.015,20]docosa-2,4,6,9(21),10,12,15,17,19-nonaene 在 chromium(VI) oxide 、 四氯化钛 、 溶剂黄146 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 13.5h， 生成 8,8,14,14,22,22-Hexamethyl-1-borahexacyclo[11.7.1.13,19.02,7.09,21.015,20]docosa-2,4,6,9(21),10,12,15,17,19-nonaene
  参考文献：
  名称：

  JP5959171

  摘要：

  公开号：

文献信息

• A Radical Anion of Structurally Constrained Triphenylborane
  作者：Tomokatsu Kushida、Shigehiro Yamaguchi

  DOI：10.1021/om400560u

  日期：2013.11.25

  the structurally constrained triphenylborane 1 with K produced a radical anion. EPR analysis demonstrated the delocalization of the unpaired electron spin density over the entire π skeleton to a greater extent than is the case for a nonconstrained Ph3B radical anion. DFT calculations indicated that the coplanarization of the benzene rings with the boron plane and the shortening of the B–C bond lengths

  用K对结构上受约束的三苯基硼烷1进行化学还原可产生自由基阴离子。EPR分析表明，与非约束Ph 3 B自由基阴离子的情况相比，未配对电子自旋密度在整个π骨架上的离域程度更大。DFT计算表明，苯环与硼平面的共平面化以及由于结构约束而导致的B–C键长度的缩短是自旋离域的原因。几何结构优化还建议，除了平面构型以外，碗形构型还可以作为可行的局部最小结构。X射线晶体结构分析的确揭示了自由基阴离子1 •–的非平面结构。
• A Planarized Triphenylborane Mesogen: Discotic Liquid Crystals with Ambipolar Charge-Carrier Transport Properties
  作者：Tomokatsu Kushida、Ayumi Shuto、Masafumi Yoshio、Takashi Kato、Shigehiro Yamaguchi

  DOI：10.1002/anie.201502678

  日期：2015.6.1

  A discotic liquid‐crystalline (LC) material, consisting of a planarized triphenylborane mesogen, was synthesized. X‐ray diffraction analysis confirmed that this compound forms a hexagonal columnar LC phase with an interfacial distance of 3.57 Å between the discs. At ambient temperature, this boron‐centered discotic liquid crystal exhibited ambipolar carrier transport properties with electron and hole

  合成了由平面化的三苯基硼烷介晶组成的盘状液晶（LC）材料。X射线衍射分析证实，该化合物形成了一个六边形柱状LC相，两个圆盘之间的界面距离为3.57Å。在室温下，这种以硼为中心的盘状液晶显示出双极性载流子传输特性，其电子和空穴迁移率值分别约为10 -3和3×10 -5  cm 2  V -1  s -1。