4,9,14-tris[3,5-(2-hexyldecyloxy)phenyl]truxenone | 1240270-11-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,9,14-tris[3,5-(2-hexyldecyloxy)phenyl]truxenone
• 英文别名: 5,14,23-Tris[3,5-bis(2-hexyldecoxy)phenyl]heptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1(20),2(10),3(8),4,6,11(19),12(17),13,15,21(26),22,24-dodecaene-9,18,27-trione
• CAS: 1240270-11-4
• 化学式: C₁₄₁H₂₁₆O₉
• 分子量: 2055.26
• InChiKey: NTILNBFTFNUPHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  54.8
• 重原子数：
  150
• 可旋转键数：
  93
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4,9,14-tris[3,5-(2-hexyldecyloxy)phenyl]truxenone 、 2-(1,3-二噻吩)磷酸二甲酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以63%的产率得到4,9,14-tris[3,5-di(2-hexyldecyloxy)phenyl]-1,6,11-tris(1,3-dithiol-2-ylidene)truxene
  参考文献：
  名称：

  Truxene-Based Columnar Liquid Crystals: Self-Assembled Structures and Electro-Active Properties

  摘要：

  AbstractColumnar liquid‐crystalline (LC) truxene derivatives containing branched flexible alkyl chains have been designed and synthesized. The dicyanomethylene and dithiafulvene substituents have been introduced into the π‐conjugated truxene framework to tune their electronic and redox properties as well as the molecular assembled structures. The π‐conjugated cores of dicyanomethylene‐ and dithiafulvene‐appended truxenes adopt bowl‐shaped conformations, giving rise to a large intrinsic dipole moment perpendicular to the aromatic framework. These molecules form stable columnar LC structures through intermolecular dipole–dipole interactions. The redox properties of LC truxene derivatives have been examined by cyclic voltammetry. The dicyanomethylene‐appended truxene shows the reversible four‐step electrochemical reductions, whereas the dithiafulvene‐appended truxene undergoes three‐step oxidations.

  DOI：

  10.1002/asia.200900038
• 作为产物：
  描述：

  3,5-di(2-hexyldecyloxy)benzeneboronic acid pinacol ester 、 3,8,13-tribromo-diindeno[1,2-a;1',2'-c]fluorene-5,10,15-trione 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以89%的产率得到4,9,14-tris[3,5-(2-hexyldecyloxy)phenyl]truxenone
  参考文献：
  名称：

  Truxene-Based Columnar Liquid Crystals: Self-Assembled Structures and Electro-Active Properties

  摘要：

  AbstractColumnar liquid‐crystalline (LC) truxene derivatives containing branched flexible alkyl chains have been designed and synthesized. The dicyanomethylene and dithiafulvene substituents have been introduced into the π‐conjugated truxene framework to tune their electronic and redox properties as well as the molecular assembled structures. The π‐conjugated cores of dicyanomethylene‐ and dithiafulvene‐appended truxenes adopt bowl‐shaped conformations, giving rise to a large intrinsic dipole moment perpendicular to the aromatic framework. These molecules form stable columnar LC structures through intermolecular dipole–dipole interactions. The redox properties of LC truxene derivatives have been examined by cyclic voltammetry. The dicyanomethylene‐appended truxene shows the reversible four‐step electrochemical reductions, whereas the dithiafulvene‐appended truxene undergoes three‐step oxidations.

  DOI：

  10.1002/asia.200900038