6,7,24,25,42,43-Hexadodecoxydecacyclo[46.6.2.212,19.230,37.04,9.013,18.022,27.031,36.040,45.049,54]hexaconta-1(55),4,6,8,12(60),13,15,17,19(59),22,24,26,30(58),31,33,35,37(57),40,42,44,48(56),49,51,53-tetracosaen-2,10,20,28,38,46-hexayne | 1253228-27-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6,7,24,25,42,43-Hexadodecoxydecacyclo[46.6.2.212,19.230,37.04,9.013,18.022,27.031,36.040,45.049,54]hexaconta-1(55),4,6,8,12(60),13,15,17,19(59),22,24,26,30(58),31,33,35,37(57),40,42,44,48(56),49,51,53-tetracosaen-2,10,20,28,38,46-hexayne
• 英文别名: 6,7,24,25,42,43-hexadodecoxydecacyclo[46.6.2.212,19.230,37.04,9.013,18.022,27.031,36.040,45.049,54]hexaconta-1(55),4,6,8,12(60),13,15,17,19(59),22,24,26,30(58),31,33,35,37(57),40,42,44,48(56),49,51,53-tetracosaen-2,10,20,28,38,46-hexayne
• CAS: 1253228-27-1
• 化学式: C₁₃₂H₁₇₄O₆
• 分子量: 1856.83
• InChiKey: ARMYMYKLBQEFFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  49.2
• 重原子数：
  138
• 可旋转键数：
  72
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,2-bis(dodecyloxy)-4,5-bis(ethynyl)benzene 、 1,4-bis((4,5-bis(dodecyloxy)-2-((4-iodonaphthalen-1-yl)ethynyl)phenyl)ethynyl)naphthalene 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以45%的产率得到6,7,24,25,42,43-Hexadodecoxydecacyclo[46.6.2.212,19.230,37.04,9.013,18.022,27.031,36.040,45.049,54]hexaconta-1(55),4,6,8,12(60),13,15,17,19(59),22,24,26,30(58),31,33,35,37(57),40,42,44,48(56),49,51,53-tetracosaen-2,10,20,28,38,46-hexayne
  参考文献：
  名称：

  Arylene Ethynylene Macrocycles with Intramolecular π−π Stacking

  摘要：

  Arylene ethynylene macrocycles containing 9,10-anthrylene or 1,4-naphthylene units were synthesized. In chloroform, significant resonance upfield shifting was observed with beta-protons of anthrylene and naphthylene in NMR spectra. This was considered to result from partial stacking of these aromatic units intramolecularly, driven by attractive pi-pi interactions. DFT calculations supported the proposed intramolecular stacking motif. Moreover, a liquid-crystal phase was exhibited by the anthrylene-containing macrocycle, by virtue of the unique discotic shape.

  DOI：

  10.1021/ol101914f

文献信息

• Arylene Ethynylene Macrocycles with Intramolecular π−π Stacking
  作者：Shusen Chen、Qifan Yan、Tian Li、Dahui Zhao

  DOI：10.1021/ol101914f

  日期：2010.11.5

  Arylene ethynylene macrocycles containing 9,10-anthrylene or 1,4-naphthylene units were synthesized. In chloroform, significant resonance upfield shifting was observed with beta-protons of anthrylene and naphthylene in NMR spectra. This was considered to result from partial stacking of these aromatic units intramolecularly, driven by attractive pi-pi interactions. DFT calculations supported the proposed intramolecular stacking motif. Moreover, a liquid-crystal phase was exhibited by the anthrylene-containing macrocycle, by virtue of the unique discotic shape.