4-(4-methoxyphenyl)-2,3,5,6-tetrafluoro-biphenyl | 1256352-47-2

• 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-(4-methoxyphenyl)-2,3,5,6-tetrafluoro-biphenyl
• 英文别名: 2,3,5,6-tetrafluoro4-phenyl-4'-methoxybiphenyl；1,2,4,5-Tetrafluoro-3-(4-methoxyphenyl)-6-phenylbenzene；1,2,4,5-tetrafluoro-3-(4-methoxyphenyl)-6-phenylbenzene
• CAS: 1256352-47-2
• 化学式: C₁₉H₁₂F₄O
• 分子量: 332.297
• InChiKey: IURXTXMHWCMBHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  1-溴-2,3,5,6-四氟苯 、 4-甲氧基苯硼酸 在 四(三苯基膦)钯 、 2,2'-硫代二丙烷 、 palladium diacetate 、 sodium carbonate 、 溶剂黄146 、 silver carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 48.0h， 生成 4-(4-methoxyphenyl)-2,3,5,6-tetrafluoro-biphenyl
  参考文献：
  名称：

  Palladium-Catalyzed Cross-Coupling of Polyfluoroarenes with Simple Arenes

  摘要：

  The most efficient method to construct biaryls is the direct dehydrogenative cross-coupling of two different aromatic rings. Such an ideal cross arylation starting from distinct polyfluoroarenes and simple arenes was presented. The selectivity of the cross-coupling was controlled by both of the electronic property of fluoroarenes and steric hindrance of simple arenes. Diisopropyl sulfide was essential to promote the efficacy.

  DOI：

  10.1021/ol102688e

文献信息

• 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 Cross-Coupling of Polyfluoroarenes with Simple Arenes
  作者：Hu Li、Jia Liu、Chang-Liang Sun、Bi-Jie Li、Zhang-Jie Shi

  DOI：10.1021/ol102688e

  日期：2011.1.21

  The most efficient method to construct biaryls is the direct dehydrogenative cross-coupling of two different aromatic rings. Such an ideal cross arylation starting from distinct polyfluoroarenes and simple arenes was presented. The selectivity of the cross-coupling was controlled by both of the electronic property of fluoroarenes and steric hindrance of simple arenes. Diisopropyl sulfide was essential to promote the efficacy.