2,3,5,6-tetrafluoro-4-methoxybiphenyl | 14743-52-3

• 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: 2,3,5,6-tetrafluoro-4-methoxybiphenyl
• 英文别名: 2,3,5,6-Tetrafluor-4-methoxy-biphenyl；1,2,4,5-Tetrafluoro-3-methoxy-6-phenylbenzene；1,2,4,5-tetrafluoro-3-methoxy-6-phenylbenzene
• CAS: 14743-52-3
• 化学式: C₁₃H₈F₄O
• 分子量: 256.2
• InChiKey: KNDGIYXKSRIZHZ-UHFFFAOYSA-N

物化性质

• 熔点：
  63-64 °C(Solv: ethanol (64-17-5))
• 沸点：
  267.5±40.0 °C(Predicted)
• 密度：
  1.310±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  生成 2,3,5,6-tetrafluoro-4-methoxybiphenyl
  参考文献：
  名称：

  Cookson,P.G. et al., Australian Journal of Chemistry, 1974, vol. 27, p. 1895 - 1904

  摘要：

  DOI：

文献信息

• Direct palladium-catalyzed desulfitative CC coupling of polyfluoroarenes with arylsulfinate salts: Water-accelerated reactions
  作者：Xiaoxi Lin、Yi You、Zhiqiang Weng

  DOI：10.1016/j.jfluchem.2014.06.017

  日期：2014.9

  A new approach to the synthesis of fluorinated biaryl compounds from easily available starting materials is described. This protocol is based on the direct palladium-catalyzed desulfitative cross-coupling of polyfluoroarenes with various arylsulfinate salts via CH bond activation, accelerated by trace amount of water. The method allows the synthesis of various fluorinated biaryl products in moderate

  描述了一种由容易获得的起始原料合成氟化联芳基化合物的新方法。该协议基于直接钯催化desulfitative交叉偶联以通过C芳基亚各种盐polyfluoroarenes的H键活化，通过水的微量加速。该方法允许的各种氟化二芳基产物的合成在中度至良好的产率，并且耐受多种官能团，包括烷基，苯基，甲氧基，氟和氯基团。
• Palladium-Catalyzed Olefination and Arylation of Polyfluoroarenes Using Molecular Oxygen as the Sole Oxidant
  作者：Qiufeng Huang、Xinyu Zhang、Lin Qiu、Jiajun Wu、Hanbing Xiao、Xiaofeng Zhang、Shen Lin

  DOI：10.1002/adsc.201500632

  日期：2015.11.16

  The palladium-catalyzed cross-dehydrogenative-coupling of polyfluoroarenes with alkenes or simple arenes has been developed. The approach is characterized by using atmospheric pressure of molecular oxygen as the sole oxidant, and provides a straightforward and environmentally benign route to functionalized polyfluoroarenes.

  已经开发了钯催化的多氟芳烃与烯烃或简单芳烃的交叉脱氢偶联。该方法的特征在于使用分子氧的大气压作为唯一的氧化剂，并提供了直接且对环境无害的官能化多氟芳烃途径。
• Scope of direct arylation of fluorinated aromatics with aryl sulfonates
  作者：Joyce Wei Wei Chang、Eugene Yurong Chia、Christina Li Lin Chai、Jayasree Seayad

  DOI：10.1039/c2ob06840k

  日期：——

  The scope and limitations of direct arylation of fluorinated aromatics with aryl sulfonates was examined. Pd(OAc)2, in the presence of MePhos and KOAc in THF, efficiently catalyzed the direct arylation of fluoro aromatics with aryl triflates under ambient conditions. Sterically hindered triflates and heteroaryl triflates gave good to excellent yields of the cross coupled products using a modified catalyst

  考察了氟化芳族化合物与芳基磺酸盐直接芳基化的范围和局限性。在THF中，在MePhos和KOAc存在下，Pd（OAc）2有效地催化了氟代芳烃与芳基三氟甲磺酸酯的直接芳基化。空间位阻的三氟甲磺酸酯和三氟甲磺酸杂芳使用其中涉及的Pd（OAC）改性的催化剂体系给出了良好的交叉偶联产物的优异的产率2 -RuPhos在100°C下。还以Pd（OAc）2 -SPhos为催化剂，建立了缺电子芳烃与甲磺酸甲磺酸酯的直接芳基化反应。甲苯– 120°C下的t BuOH。
• Palladium-Catalyzed Direct Arylation of Polyfluoroarenes with Organosilicon Reagents
  作者：Huixin Fan、Yaping Shang、Weiping Su

  DOI：10.1002/ejoc.201402091

  日期：2014.6

  The palladium-catalyzed direct arylation of polyfluoroarenes with organosilicon reagents was achieved by establishing general reaction conditions. This protocol was compatible with a broad range of functional groups and offered the desired products in moderate to good yields.

  通过建立一般反应条件，实现了钯催化的多氟芳烃与有机硅试剂的直接芳基化反应。该协议与广泛的官能团兼容，并以中等至良好的产量提供所需的产品。
• Palladium-Catalyzed Direct Arylation of Electron-Deficient Polyfluoroarenes with Arylboronic Acids
  作者：Ye Wei、Jian Kan、Min Wang、Weiping Su、Maochun Hong

  DOI：10.1021/ol901200g

  日期：2009.8.6

  The palladium-catalyzed direct arylation of electron-deficient arenes that contain two or more fluorine groups with arylboronic acids was realized. The key to achieving a broad substrate scope with respect to both polyfluorobenzenes and arylboronic acids is the choice of bases depending on acidities of polyfluorobenzenes.

  实现了钯催化的含两个或多个氟基团的缺电子芳烃与芳基硼酸的直接芳基化。就多氟苯和芳基硼酸而言，获得广泛的底物范围的关键是根据多氟苯的酸度选择碱。