2,2',6,6'-tetrafluorobiphenyl-4,4'-dicarbonitrile | 1197343-83-1

• 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: 2,2',6,6'-tetrafluorobiphenyl-4,4'-dicarbonitrile
• 英文别名: 4-(4-Cyano-2,6-difluorophenyl)-3,5-difluorobenzonitrile
• CAS: 1197343-83-1
• 化学式: C₁₄H₄F₄N₂
• 分子量: 276.193
• InChiKey: CLCAYUFZDIZEFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,5-二氟苯甲腈 在 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex 、 氧气 、 copper dichloride 、 zinc(II) chloride 作用下， 20.0 ℃ 、101.33 kPa 条件下， 以76%的产率得到2,2',6,6'-tetrafluorobiphenyl-4,4'-dicarbonitrile
  参考文献：
  名称：

  An Aromatic Glaser−Hay Reaction

  摘要：

  A general method for copper-catalyzed deprotonative dimerization of arenes by employing oxygen as the terminal oxidant has been developed. Electron-rich and electron-poor heterocycles as well as electron-poor arenes are reactive. The method is tolerant to functionalities such as nitro, cyano, dialkylamino, and ester groups.

  DOI：

  10.1021/ja907479j

文献信息

• An Aromatic Glaser−Hay Reaction
  作者：Hien-Quang Do、Olafs Daugulis

  DOI：10.1021/ja907479j

  日期：2009.12.2

  A general method for copper-catalyzed deprotonative dimerization of arenes by employing oxygen as the terminal oxidant has been developed. Electron-rich and electron-poor heterocycles as well as electron-poor arenes are reactive. The method is tolerant to functionalities such as nitro, cyano, dialkylamino, and ester groups.
• Nickel, Manganese, Cobalt, and Iron-Catalyzed Deprotonative Arene Dimerization
  作者：Thanh Truong、Joseph Alvarado、Ly Dieu Tran、Olafs Daugulis

  DOI：10.1021/ol902970z

  日期：2010.3.19

  A number of first-row transition metal salts catalyze deprotonative dimerization of acidic arenes. Under the atmosphere of oxygen, nickel, manganese, cobalt, and Iron chlorides have been shown to dimerize five- and six-membered ring heterocycles as well as electron-poor arenes. Both tetramethylpiperidide and dicyclohexylamide bases can be employed; however, the former afford slightly higher yields.