4'-chloro-2,3,5,6-tetrafluoro-4-methoxybiphenyl | 1256352-56-3

• 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: 4'-chloro-2,3,5,6-tetrafluoro-4-methoxybiphenyl
• 英文别名: 4’-chloro-2,3,5,6-tetrafluoro-4-methoxy-1,1’-biphenyl；4'-chloro-4-methoxy-2,3,5,6-tetrafluoro-1,1'-biphenyl；1-(4-Chlorophenyl)-2,3,5,6-tetrafluoro-4-methoxybenzene
• CAS: 1256352-56-3
• 化学式: C₁₃H₇ClF₄O
• 分子量: 290.645
• InChiKey: CIOFFWGWCPYROI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  19
• 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：

  2,3,5,6-四氟茴香醚 、 (4-氯苯基)三氟硼酸钾 在 palladium diacetate 、 silver(l) oxide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 15.0h， 以89%的产率得到4'-chloro-2,3,5,6-tetrafluoro-4-methoxybiphenyl
  参考文献：
  名称：

  Preparation of fluorinated biaryls through direct palladium-catalyzed coupling of polyfluoroarenes with aryltrifluoroborates

  摘要：

  The direct palladium-catalyzed coupling of polyfluoroarenes with aryltrifluoroborates gave the desired products of fluorinated biaryls in good to excellent yields. A diverse set of important functional groups including methoxy, aldehyde, ester, nitro and halide can be well tolerated in the protocol. (c) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.03.017

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。
• Pd(OAc)₂-Catalyzed Oxidative C−H/C−H Cross-Coupling of Electron-Deficient Polyfluoroarenes with Simple Arenes
  作者：Ye Wei、Weiping Su

  DOI：10.1021/ja109383e

  日期：2010.11.24

  Pd(OAc)(2)-catalyzed intermolecular C-H/C-H cross-coupling reactions between electron-deficient polyfluoroarenes and simple arenes for the synthesis of fluorinated biaryls have been developed. Deuterium-labeling experiments suggested that C-H bond cleavage of the simple arenes rather than the polyfluoroarenes is involved in the rate-limiting step.
• Palladium-Catalyzed Desulfitative Direct CH Arylation of Electron-Deficient Polyfluoroarenes with Sodium Arenesulfinates
  作者：Tao Miao、Lei Wang

  DOI：10.1002/adsc.201300587

  日期：2014.2.10

  AbstractThe palladium‐catalyzed direct arylation of electron‐deficient polyfluorobenzenes was developed in the presence of silver carbonate and trisodium phosphate. This protocol allowed use of both electron‐deficient and electron‐rich aromatic sulfinic acid sodium salts as arylating reagents for the direct arylation of a variety of polyfluoroarenes to produce fluorobiaryls in good to excellent yields, providing a complement to the existing methods for the direct arylation of polyfluoroarenes.magnified image