1,3,5-tris(5,5'-dihexyloxy-2-biphenyl)benzene | 1086283-94-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,3,5-tris(5,5'-dihexyloxy-2-biphenyl)benzene
• 英文别名: 1,3,5-Tris[4-hexoxy-2-(3-hexoxyphenyl)phenyl]benzene；1,3,5-tris[4-hexoxy-2-(3-hexoxyphenyl)phenyl]benzene
• CAS: 1086283-94-4
• 化学式: C₇₈H₁₀₂O₆
• 分子量: 1135.66
• InChiKey: FMSVYPWCUNGIFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  25.5
• 重原子数：
  84
• 可旋转键数：
  42
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  1,3,5-tris(5,5'-dihexyloxy-2-biphenyl)benzene 在 iron(III) chloride 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 以82%的产率得到hexakis-n-hexyloxy-hexa-peri-hexabenzocoronene
  参考文献：
  名称：

  A Facile Synthesis of Elusive Alkoxy-Substituted Hexa-peri-hexabenzocoronene

  摘要：

  Oxidative cyclodehydrogenation of hexakis(4-alkoxyphenyl)benzene produces a quantitative yield of an indenofluorene derivative rather than the expected alkoxy-substituted hexa-peri-hexabenzocoronene (HBC). The structure of the unexpected indenofluorene was established by X-ray crystallography. The mechanistic considerations for the formation of the indenofluorene derivative led us to devise an alternative synthesis of elusive alkoxy-substituted HBC-a potentially important, disk-shaped structure for the preparation of liquid crystalline materials for practical applications in the emerging areas of molecular electronics and nanotechnology.

  DOI：

  10.1021/ol8020429
• 作为产物：
  描述：

  1,3,5-三溴苯 、 6-bromo-3,3'-bis(n-hexyloxy)-1,1'-biphenyl 在 正丁基锂 、 硼酸三甲酯 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 乙醇 、 水 、 甲苯 为溶剂， 反应 40.0h， 以93%的产率得到1,3,5-tris(5,5'-dihexyloxy-2-biphenyl)benzene
  参考文献：
  名称：

  A Facile Synthesis of Elusive Alkoxy-Substituted Hexa-peri-hexabenzocoronene

  摘要：

  Oxidative cyclodehydrogenation of hexakis(4-alkoxyphenyl)benzene produces a quantitative yield of an indenofluorene derivative rather than the expected alkoxy-substituted hexa-peri-hexabenzocoronene (HBC). The structure of the unexpected indenofluorene was established by X-ray crystallography. The mechanistic considerations for the formation of the indenofluorene derivative led us to devise an alternative synthesis of elusive alkoxy-substituted HBC-a potentially important, disk-shaped structure for the preparation of liquid crystalline materials for practical applications in the emerging areas of molecular electronics and nanotechnology.

  DOI：

  10.1021/ol8020429

文献信息

• A Facile Synthesis of Elusive Alkoxy-Substituted Hexa-<i>peri-</i>hexabenzocoronene
  作者：Shriya H. Wadumethrige、Rajendra Rathore

  DOI：10.1021/ol8020429

  日期：2008.11.20

  Oxidative cyclodehydrogenation of hexakis(4-alkoxyphenyl)benzene produces a quantitative yield of an indenofluorene derivative rather than the expected alkoxy-substituted hexa-peri-hexabenzocoronene (HBC). The structure of the unexpected indenofluorene was established by X-ray crystallography. The mechanistic considerations for the formation of the indenofluorene derivative led us to devise an alternative synthesis of elusive alkoxy-substituted HBC-a potentially important, disk-shaped structure for the preparation of liquid crystalline materials for practical applications in the emerging areas of molecular electronics and nanotechnology.