4,4,5,5-tetrafluoro-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pentan-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,4,5,5-tetrafluoro-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pentan-1-one
• 英文别名: 4,4,5,5-Tetrafluoro-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pentan-1-one；4,4,5,5-tetrafluoro-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pentan-1-one
• 化学式: C₁₇H₂₁BF₄O₃
• 分子量: 360.157
• InChiKey: KOTXHPHLNSMTDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  四氟乙烯 、 乙烯 、 4-甲酰基苯硼酸频哪醇酯 在 bis(1,5-cyclooctadiene)nickel (0) 、 1,3-双(2,6-二异丙基苯基)咪唑-2-烯 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以74%的产率得到4,4,5,5-tetrafluoro-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pentan-1-one
  参考文献：
  名称：

  Nickel-Catalyzed Formation of Fluorine-Containing Ketones via the Selective Cross-Trimerization Reaction of Tetrafluoroethylene, Ethylene, and Aldehydes

  摘要：

  In the presence of a catalytic amount of Ni(cod)(2) and IPr (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), a cross-trimerization reaction of tetrafluoro-ethylene (TFE), ethylene, and aldehydes proceeded in a selective manner to afford a variety of 4,4,5,5-tetrafluoro-1-pentanone derivatives in good to excellent yields. The present system involves a five-membered nickelacycle key intermediate generated via the oxidative cyclization of TFE and ethylene.

  DOI：

  10.1021/jacs.5b03587

文献信息

• Nickel-Catalyzed Formation of Fluorine-Containing Ketones via the Selective Cross-Trimerization Reaction of Tetrafluoroethylene, Ethylene, and Aldehydes
  作者：Masato Ohashi、Hiroshi Shirataki、Kotaro Kikushima、Sensuke Ogoshi

  DOI：10.1021/jacs.5b03587

  日期：2015.5.27

  In the presence of a catalytic amount of Ni(cod)(2) and IPr (1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), a cross-trimerization reaction of tetrafluoro-ethylene (TFE), ethylene, and aldehydes proceeded in a selective manner to afford a variety of 4,4,5,5-tetrafluoro-1-pentanone derivatives in good to excellent yields. The present system involves a five-membered nickelacycle key intermediate generated via the oxidative cyclization of TFE and ethylene.