2-methoxyethyl 3-(perfluorophenyl)acrylate | 1226636-13-0

• 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: 2-methoxyethyl 3-(perfluorophenyl)acrylate
• 英文别名: 2-methoxyethyl (E)-3-(2,3,4,5,6-pentafluorophenyl)prop-2-enoate
• CAS: 1226636-13-0
• 化学式: C₁₂H₉F₅O₃
• 分子量: 296.194
• InChiKey: ZWPDFCSGVMGXKB-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-丙烯酸-2-甲氧基乙酯 、 五氟苯 在 [Rh(OH)(cod)]2 、 顺-1,2-双(二苯基膦)乙烯 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以64%的产率得到2-methoxyethyl 3-(perfluorophenyl)acrylate
  参考文献：
  名称：

  Rh(I)-Catalyzed Olefin Hydroarylation with Electron-Deficient Perfluoroarenes

  摘要：

  Assisted by a partially aqueous media, a catalyst system of [Rh(cod)(OH)](2) and DPPBenzene ligand effectively promotes direct conjugate additions by perfluoroarenes. This formal C-H alkylation process represents a rare example of olefin hydroarylation with electron-deficient arenes. The catalyst system can be modified to selectively form the corresponding olefination products under anhydrous conditions.

  DOI：

  10.1021/ja102575d

文献信息

• 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。
• Rh(I)-Catalyzed Olefin Hydroarylation with Electron-Deficient Perfluoroarenes
  作者：Zhong-Ming Sun、Jing Zhang、Rajith S. Manan、Pinjing Zhao

  DOI：10.1021/ja102575d

  日期：2010.5.26

  Assisted by a partially aqueous media, a catalyst system of [Rh(cod)(OH)](2) and DPPBenzene ligand effectively promotes direct conjugate additions by perfluoroarenes. This formal C-H alkylation process represents a rare example of olefin hydroarylation with electron-deficient arenes. The catalyst system can be modified to selectively form the corresponding olefination products under anhydrous conditions.