(E)-methyl 3-(2,3,5,6-tetrafluorophenyl)acrylate | 1256352-48-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-methyl 3-(2,3,5,6-tetrafluorophenyl)acrylate
• 英文别名: methyl (E)-3-(2,3,5,6-tetrafluorophenyl)prop-2-enoate
• CAS: 1256352-48-3
• 化学式: C₁₀H₆F₄O₂
• 分子量: 234.15
• InChiKey: VZXKUHXNAVXOBT-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-methyl 3-(2,3,5,6-tetrafluorophenyl)acrylate 、 苯 在 copper diacetate 、 palladium diacetate 、 sodium carbonate 、 三甲基乙酸 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 24.0h， 以75%的产率得到(E)-methyl 3-(2,3,5,6-tetrafluoro-biphenyl-4-yl)acrylate
  参考文献：
  名称：

  Pd(OAc)₂-Catalyzed Oxidative C−H/C−H Cross-Coupling of Electron-Deficient Polyfluoroarenes with Simple Arenes

  摘要：

  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.

  DOI：

  10.1021/ja109383e

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.