4-{25-[3,5-dimethyl-4-(25-(4-(2-triisopropylsilylethynyl)phenyl)pentacos-24-yn-1-yloxy)phenyl]pentacos-24-yn-1-yloxy}-1-iodobenzene | 499138-77-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-{25-[3,5-dimethyl-4-(25-(4-(2-triisopropylsilylethynyl)phenyl)pentacos-24-yn-1-yloxy)phenyl]pentacos-24-yn-1-yloxy}-1-iodobenzene
• 英文别名: 2-[4-[25-[4-[25-(4-Iodophenoxy)pentacos-1-ynyl]-2,6-dimethylphenoxy]pentacos-1-ynyl]phenyl]ethynyl-tri(propan-2-yl)silane
• CAS: 499138-77-1
• 化学式: C₈₁H₁₂₉IO₂Si
• 分子量: 1289.9
• InChiKey: AMXUONRPZFYLAN-UHFFFAOYSA-N

物化性质

• 沸点：
  1031.9±65.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  26.5
• 重原子数：
  85
• 可旋转键数：
  55
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 3,5-di(4-ethynylphenyl)-4-hydroxybenzoate 、 4-{25-[3,5-dimethyl-4-(25-(4-(2-triisopropylsilylethynyl)phenyl)pentacos-24-yn-1-yloxy)phenyl]pentacos-24-yn-1-yloxy}-1-iodobenzene 在 bis-triphenylphosphine-palladium(II) chloride 哌啶 、 copper(l) iodide 作用下， 反应 19.0h， 以76%的产率得到ethyl 3,5-bis-{4-[25-(3,5-dimethyl-4-(25-(4-(2-triisopropylsilylethynyl)phenyl)pentacos-24-yn-1-yloxy)phenyl)pentacos-24-yn-1-yloxy]phenyl}-4-hydroxybenzoate
  参考文献：
  名称：

  An Efficient Synthesis of Liquid Crystalline Gigantocycles Combining Banana-Shaped and Rod-Like Mesogenic Units

  摘要：

  The synthesis of monodisperse gigantocycles with 63, 87, and 147 ring atoms on the gram scale is described. These molecules were assembled from terphenylene derivatives and long, flexible chains which were mainly aliphatic, with I terminal alkyne groups. The latter allowed for ring formation through oxidative alkyne dimerization in high yield (80-87%). The combination of a rod-like and a banana-shaped mesogen connected by flexible chains within the backbone of a ring gives rise to nematic and smectic mesophases.

  DOI：

  10.1002/1521-3765(20021115)8:22<5094::aid-chem5094>3.0.co;2-6
• 作为产物：
  描述：

  1-溴二十二烷 在 bis-triphenylphosphine-palladium(II) chloride 哌啶 、 copper(l) iodide 、 正丁基锂 、 偶氮二甲酸二异丙酯 、 potassium tert-butylate 、 lithium 、 对甲苯磺酸 、 1,3-丙二胺 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 正己烷 为溶剂， 反应 140.5h， 生成 4-{25-[3,5-dimethyl-4-(25-(4-(2-triisopropylsilylethynyl)phenyl)pentacos-24-yn-1-yloxy)phenyl]pentacos-24-yn-1-yloxy}-1-iodobenzene
  参考文献：
  名称：

  An Efficient Synthesis of Liquid Crystalline Gigantocycles Combining Banana-Shaped and Rod-Like Mesogenic Units

  摘要：

  The synthesis of monodisperse gigantocycles with 63, 87, and 147 ring atoms on the gram scale is described. These molecules were assembled from terphenylene derivatives and long, flexible chains which were mainly aliphatic, with I terminal alkyne groups. The latter allowed for ring formation through oxidative alkyne dimerization in high yield (80-87%). The combination of a rod-like and a banana-shaped mesogen connected by flexible chains within the backbone of a ring gives rise to nematic and smectic mesophases.

  DOI：

  10.1002/1521-3765(20021115)8:22<5094::aid-chem5094>3.0.co;2-6