(E)-1,2,3,3,4,4-hexafluoro-1-butene | 1508308-91-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (E)-1,2,3,3,4,4-hexafluoro-1-butene
• 英文别名: (E)-1,2,3,3,4,4-hexafluorobut-1-ene
• CAS: 1508308-91-5
• 化学式: C₄H₂F₆
• 分子量: 164.05
• InChiKey: FBYFFPSDVKHUET-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  [1,2,4-(i-Pr-S)(Ph₂P)Me(C₆H₃)]Ni(C₄F₇)(OTf) 在 水 作用下， 以 氘代苯 为溶剂， 反应 72.0h， 以27%的产率得到(E)-1,2,3,3,4,4-hexafluoro-1-butene
  参考文献：
  名称：

  Activation of C–F and Ni–C Bonds of [P,S]-Ligated Nickel Perfluorometallacycles

  摘要：

  The first example of a [P,S]-ligated metal perfluorocyclopentane is reported. The new metallacycle undergoes C-alpha-F activation in the presence of a Lewis acid, followed by chemoselective ligand migration, affording a fused metallabicyclic product. Reactivity of this product includes an unprecedented nucleophile-induced ring-opening reaction, involving loss of a beta-fluoride. Additionally, hydrolysis of the metallabicyclic product affords a single isomer of hexafluoro-1-butene.

  DOI：

  10.1021/om400933k

文献信息

• Activation of C–F and Ni–C Bonds of [P,S]-Ligated Nickel Perfluorometallacycles
  作者：Kaitie A. Giffin、Daniel J. Harrison、Ilia Korobkov、R. Tom Baker

  DOI：10.1021/om400933k

  日期：2013.12.23

  The first example of a [P,S]-ligated metal perfluorocyclopentane is reported. The new metallacycle undergoes C-alpha-F activation in the presence of a Lewis acid, followed by chemoselective ligand migration, affording a fused metallabicyclic product. Reactivity of this product includes an unprecedented nucleophile-induced ring-opening reaction, involving loss of a beta-fluoride. Additionally, hydrolysis of the metallabicyclic product affords a single isomer of hexafluoro-1-butene.