4-{{[4'-(octyloxy)[1,1'-biphenyl]-4-yl]oxy}carbonyl} phenyl [2.2]paracyclophane-4-carboxylate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-{{[4'-(octyloxy)[1,1'-biphenyl]-4-yl]oxy}carbonyl} phenyl [2.2]paracyclophane-4-carboxylate
• 英文别名: 4-{{[4'-(octyloxy)[1,1'-biphenyl]-4-yl]oxy}carbonyl}phenyl tricyclo[8.2.2.2^4,7]hexadeca-4,6,10,12,13,15-hexaene-5-carboxylate；[4-[4-(4-Octoxyphenyl)phenoxy]carbonylphenyl] tricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene-5-carboxylate；[4-[4-(4-octoxyphenyl)phenoxy]carbonylphenyl] tricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene-5-carboxylate
• 化学式: C₄₄H₄₄O₅
• 分子量: 652.83
• InChiKey: QVMOPUBHCBMFJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.3
• 重原子数：
  49
• 可旋转键数：
  15
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,4'-二羟基联苯 在 吡啶 、 potassium carbonate 、 sodium iodide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 6.0h， 生成 4-{{[4'-(octyloxy)[1,1'-biphenyl]-4-yl]oxy}carbonyl} phenyl [2.2]paracyclophane-4-carboxylate
  参考文献：
  名称：

  Thermotropic Liquid Crystals from Planar Chiral Compounds: [2.2]Paracyclophane as a Mesogen Core

  摘要：

  New thermotropic mesomorphic compounds containing a [2.2]paracyclophane (PC) unit were synthesized and investigated (Scheme). Carboxylic acids were selected as the starting PC building blocks. The influence of structural features on the stability of the mesomorphic phases was studied (Figs. 1 and 2): for this purpose. the structures of the PC-carboxylate unit and the organic fragment of the aryl-ester moiety were varied systematically. Esters derived from PC-monocarboxylic acid did not exhibit liquid-crystalline (LC) properties, while diaryl PC-dicarboxylates favored mesomorphism. Dicarboxylate substituents arranged in the paraposition provided LC phases in a broad temperature range and considerably increased the mesomorphic interval in comparison with that of the structurally related pseudo-para PC derivatives.

  DOI：

  10.1002/1522-2675(200202)85:2<431::aid-hlca431>3.0.co;2-h

文献信息

• Thermotropic Liquid Crystals from Planar Chiral Compounds: [2.2]Paracyclophane as a Mesogen Core
  作者：Valeria I. Rozenberg、Elena L. Popova、Henning Hopf

  DOI：10.1002/1522-2675(200202)85:2<431::aid-hlca431>3.0.co;2-h

  日期：2002.2

  New thermotropic mesomorphic compounds containing a [2.2]paracyclophane (PC) unit were synthesized and investigated (Scheme). Carboxylic acids were selected as the starting PC building blocks. The influence of structural features on the stability of the mesomorphic phases was studied (Figs. 1 and 2): for this purpose. the structures of the PC-carboxylate unit and the organic fragment of the aryl-ester moiety were varied systematically. Esters derived from PC-monocarboxylic acid did not exhibit liquid-crystalline (LC) properties, while diaryl PC-dicarboxylates favored mesomorphism. Dicarboxylate substituents arranged in the paraposition provided LC phases in a broad temperature range and considerably increased the mesomorphic interval in comparison with that of the structurally related pseudo-para PC derivatives.