4'-n-heptyloxy-2,3,5,6-tetrafluorobiphenyl-4-carboxylic acid | 157786-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-n-heptyloxy-2,3,5,6-tetrafluorobiphenyl-4-carboxylic acid
• CAS: 157786-59-9
• 化学式: C₂₀H₂₀F₄O₃
• 分子量: 384.371
• InChiKey: RAEHKJPJFXRRDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  对羟基苯甲酸戊酯 、 4'-n-heptyloxy-2,3,5,6-tetrafluorobiphenyl-4-carboxylic acid 在 4-吡咯烷基吡啶 、 2,3-二脱氧胞啶 作用下， 以 乙醚 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Phase-transition of 4-alkoxycarbonylphenyl 4′-n-alkoxy-2,3,5, 6-tetrafluorobiphenyl-4-carboxylates

  摘要：

  Two new homologous series of compounds containing symmetrically tetrafluorinated phenyl units, 4-[(s)-2-methylbutoxycarbonyl]phenyl and 4-n-pentyloxyphenyl 4'-n-alkoxy-2,3,5,6-tetrafluorobiphenyl-4-carboxylates (n=5-10) have been synthesized from 1-pentafluorophenyl-2-trimethylsilylacetylene as a starting material, and studied by thermal polarizing microscopy. The members of the chiral series display enantiotropic cholesteric and monotropic smectic C (S-C*) phases for n=5-9, and the homolog of n=10 shows enantiotropic smectic C (S-C*), smectic A and cholesteric phases. However, the homologs of the achiral series exhibit enantiotropic nematic and smectic A phases for n=5,7,8 and 9, and the member of n=6 displays only a nematic phase, whereas the homolog of n=10 shows enantiotropic smectic A and monotropic smectic C phases. 4-[(s)-2-methylbutoxycarbonyl]phenyl 4'-n-octyloxy-2',3',5',6'-tetra-fluorobiphenyl-4-carboxylate has also been prepared and found not to be thermotropic mesogen. It is showed by comparison that the symmetrical tetrafluorination of biphenyl has a destabilizing effect on the mesophase, and the effect differs at the different substituted positions.

  DOI：

  10.1080/10587259608034059
• 作为产物：
  描述：

  4'-n-heptyloxy-2,3,5,6-tetrafluorobiphenyl-4-acetylene 在 sodium hydroxide 、 potassium permanganate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 6.0h， 以71.4%的产率得到4'-n-heptyloxy-2,3,5,6-tetrafluorobiphenyl-4-carboxylic acid
  参考文献：
  名称：

  Synthesis and mesomorphic properties of 4'-n-alkoxy-2,3,5,6-tetrafluorobiphenyl-4-carboxylic acids

  摘要：

  DOI：

  10.1016/0022-1139(93)02973-i

文献信息

• 10.1016/s1872-2067(22)64140-8
  作者：Bo, Zhi-Yu、Yan, Si-Shun、Gao, Tian-Yu、Song, Lei、Ran, Chuan-Kun、He, Yi、Zhang, Wei、Cao, Guang-Mei、Yu, Da-Gang

  DOI：10.1016/s1872-2067(22)64140-8

  日期：——

  Visible light-driven carboxylation with CO2 have emerged as a sustainable and powerful way to transfer waste to treasure. However, it is still challenging for aryl fluorides due to the low reactivities of both C(sp2)−F bonds and CO2. Herein, we report the first photocatalytic carboxylation of aryl C−F bonds with CO2. The visible-light photoredox catalysis enables selective carboxylation of strong C(sp2)−F

  可见光驱动的 CO 2羧化已成为一种可持续且强大的将废物转化为财富的方法。然而，由于 C( sp 2 )-F 键和 CO 2的低反应性，芳基氟化物仍然具有挑战性。在此，我们报道了芳基 C-F 键与 CO 2的首次光催化羧化。可见光光氧化还原催化使强 C( sp 2 ) 的选择性羧化成为可能)-F 键在多种​​多氟芳烃（如五氟芳烃、四氟芳烃和三氟芳烃）中在温和条件下形成，从而以良好的收率轻松获得一系列重要的多氟芳基羧酸。与之前直接捕获多氟芳基自由基的报道相比，机理研究表明，短暂的多氟芳基自由基还原为多氟芳基阴离子可能参与了这种转变，这可能为芳基 C-F 键的光催化功能化开辟了一条新途径。