2,3,6,7,10,11-hexabutoxy-1,4,8-tris(9,9-diethyl-9H-fluoren-2-yl)triphenylene | 1147767-81-4

• 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: 2,3,6,7,10,11-hexabutoxy-1,4,8-tris(9,9-diethyl-9H-fluoren-2-yl)triphenylene
• 英文别名: 2,3,6,7,10,11-Hexabutoxy-1,4,8-tris(9,9-diethylfluoren-2-yl)triphenylene
• CAS: 1147767-81-4
• 化学式: C₉₃H₁₀₈O₆
• 分子量: 1321.88
• InChiKey: LXQLQGSKKUIDCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  27.8
• 重原子数：
  99
• 可旋转键数：
  33
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,3,6,7,10,11-hexabutoxy-1,4,8-tris(9,9-diethyl-9H-fluoren-2-yl)triphenylene 在 iron(III) chloride 、 硝基甲烷 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以58%的产率得到16,17,33,34,56,57-Hexabutoxy-11,11,28,28,39,39-hexaethylhexadecacyclo[47.6.2.02,14.04,12.05,10.015,54.018,53.019,31.021,29.022,27.032,52.035,51.036,48.038,46.040,45.050,55]heptapentaconta-1(55),2,4(12),5,7,9,13,15(54),16,18(53),19,21(29),22,24,26,30,32(52),33,35(51),36,38(46),40,42,44,47,49,56-heptacosaene
  参考文献：
  名称：

  Triangle-shaped polycyclic aromatics based on tribenzocoronene: facile synthesis and physical properties

  摘要：

  A series of triangle-shaped polycyclic aromatics have been developed according to a facile synthetic protocol with high yields. As revealed by X-ray single crystal data, their molecular conformation and packing arrangement are significantly influenced by the electronic properties and steric bulk of peripheral subunits. The 'saddle'-shaped hexahalotribenzocoronenes (CITBC and FTBC) possess C-2 symmetric structures and can self-assemble into well-defined columnar Structures, dramatically different from hexabutyoxytribenzocoronene (TBC), which adopts a C-3 symmetric 'double-concave' structure and less efficient packing arrangement. In the compound trithiophenocoronene (TTC), the five-membered corner rings produce a more open bay-region periphery alleviating intramolecular steric congestion. As a result, the molecule adopts an almost planar conformation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.042
• 作为产物：
  描述：

  2-(9,9'-diethyl-9H-fluoren-2-yl)-4,4,5,5-tetramethyl-[1,2,3]dioxaborolane 、 1,4,8-tribromo-2,3,6,7,10,11-hexabutoxytriphenylene 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以76%的产率得到2,3,6,7,10,11-hexabutoxy-1,4,8-tris(9,9-diethyl-9H-fluoren-2-yl)triphenylene
  参考文献：
  名称：

  Triangle-shaped polycyclic aromatics based on tribenzocoronene: facile synthesis and physical properties

  摘要：

  A series of triangle-shaped polycyclic aromatics have been developed according to a facile synthetic protocol with high yields. As revealed by X-ray single crystal data, their molecular conformation and packing arrangement are significantly influenced by the electronic properties and steric bulk of peripheral subunits. The 'saddle'-shaped hexahalotribenzocoronenes (CITBC and FTBC) possess C-2 symmetric structures and can self-assemble into well-defined columnar Structures, dramatically different from hexabutyoxytribenzocoronene (TBC), which adopts a C-3 symmetric 'double-concave' structure and less efficient packing arrangement. In the compound trithiophenocoronene (TTC), the five-membered corner rings produce a more open bay-region periphery alleviating intramolecular steric congestion. As a result, the molecule adopts an almost planar conformation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.042