9,10-dibutyltriptycene | 1092921-58-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-dibutyltriptycene
• 英文别名: 1,8-dibutylpentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene
• CAS: 1092921-58-8
• 化学式: C₂₈H₃₀
• 分子量: 366.546
• InChiKey: CACVFEXFFYUHOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  9,10-dibutyltriptycene 在 溴 、 铁粉 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以65%的产率得到9,10-dibutyl-2,3,6,7,12,13-hexabromotriptycene
  参考文献：
  名称：

  A Triphenylene-Based Triptycene with Large Free Volume Synthesized by Zirconium-Mediated Biphenylation

  摘要：

  Biphenylation using (Li(THF)(4))(2)center dot Zr(biphe)(3) of hexabromotriptycenes bearing H (1-H) or Bu (1-Bu) at the bridgeheads gave triptycenes with triphenylene blades. The blades extend both perpendicular and parallel to the 3-fold axis and generate a large intramolecular free volume (IMFV) (1-H, AM1, 710 angstrom(3); cf. triptycene, AM1 71 angstrom(3)). Crystals of 1-H Could not be obtained. Triptycene 1-Bu, in which the Bu (groups fill the voids near the bridgehead, was crystalline. X-ray diffraction analysis revealed crystal packing with alternating interlocked corrugated and distorted hexagonal layers.

  DOI：

  10.1021/jo801643u
• 作为产物：
  描述：

  9,10-di-n-butylanthracene 、 邻氨基苯甲酸 在 亚硝酸异戊酯 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 4.25h， 以65%的产率得到9,10-dibutyltriptycene
  参考文献：
  名称：

  A Triphenylene-Based Triptycene with Large Free Volume Synthesized by Zirconium-Mediated Biphenylation

  摘要：

  Biphenylation using (Li(THF)(4))(2)center dot Zr(biphe)(3) of hexabromotriptycenes bearing H (1-H) or Bu (1-Bu) at the bridgeheads gave triptycenes with triphenylene blades. The blades extend both perpendicular and parallel to the 3-fold axis and generate a large intramolecular free volume (IMFV) (1-H, AM1, 710 angstrom(3); cf. triptycene, AM1 71 angstrom(3)). Crystals of 1-H Could not be obtained. Triptycene 1-Bu, in which the Bu (groups fill the voids near the bridgehead, was crystalline. X-ray diffraction analysis revealed crystal packing with alternating interlocked corrugated and distorted hexagonal layers.

  DOI：

  10.1021/jo801643u

文献信息

• A Triphenylene-Based Triptycene with Large Free Volume Synthesized by Zirconium-Mediated Biphenylation
  作者：Cameron L. Hilton、Christopher R. Jamison、Hannah K. Zane、Benjamin T. King

  DOI：10.1021/jo801643u

  日期：2009.1.2

  Biphenylation using (Li(THF)(4))(2)center dot Zr(biphe)(3) of hexabromotriptycenes bearing H (1-H) or Bu (1-Bu) at the bridgeheads gave triptycenes with triphenylene blades. The blades extend both perpendicular and parallel to the 3-fold axis and generate a large intramolecular free volume (IMFV) (1-H, AM1, 710 angstrom(3); cf. triptycene, AM1 71 angstrom(3)). Crystals of 1-H Could not be obtained. Triptycene 1-Bu, in which the Bu (groups fill the voids near the bridgehead, was crystalline. X-ray diffraction analysis revealed crystal packing with alternating interlocked corrugated and distorted hexagonal layers.