tris(2,3,4,5-tetrafluorophenyl)borane

• 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: tris(2,3,4,5-tetrafluorophenyl)borane
• 化学式: C₁₈H₃BF₁₂
• 分子量: 458.014
• InChiKey: NPHLURKGGOFSPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.87
• 重原子数：
  31
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  tris(2,3,4,5-tetrafluorophenyl)borane 以 二氯甲烷-D2 为溶剂， 生成 tris(pentafluorophenyl)borane-acetonitrile
  参考文献：
  名称：

  Comparative Lewis Acidity in Fluoroarylboranes: B(o-HC₆F₄)₃, B(p-HC₆F₄)₃, and B(C₆F₅)₃

  摘要：

  The Lewis acidic fluoroarylborane B(o-HC6F4)(3) (2) was prepared and its Lewis acid strength assessed in comparison to the known, related boranes B(C6F5)(3) (1) and B(p-HC6F4)(3) (3). Experimental methods based on spectroscopic probes and equilibrium measurements were used to show that B(C6F5)(3) is the strongest Lewis acid of the three; while the Lewis acidities of 2 and 3 are comparable, the p-H-substituted isomer is slightly stronger in the tests employed. This contrasts with predictions made on the basis of computed bond formation energies, as recently reported by Durfey and Gilbert.

  DOI：

  10.1021/om3011195
• 作为产物：
  描述：

  2,3,4,5-四氟溴苯 在 二甲基一氯硅烷 、 异丙基氯化镁 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 9.0h， 生成 tris(2,3,4,5-tetrafluorophenyl)borane
  参考文献：
  名称：

  Comparative Lewis Acidity in Fluoroarylboranes: B(o-HC₆F₄)₃, B(p-HC₆F₄)₃, and B(C₆F₅)₃

  摘要：

  The Lewis acidic fluoroarylborane B(o-HC6F4)(3) (2) was prepared and its Lewis acid strength assessed in comparison to the known, related boranes B(C6F5)(3) (1) and B(p-HC6F4)(3) (3). Experimental methods based on spectroscopic probes and equilibrium measurements were used to show that B(C6F5)(3) is the strongest Lewis acid of the three; while the Lewis acidities of 2 and 3 are comparable, the p-H-substituted isomer is slightly stronger in the tests employed. This contrasts with predictions made on the basis of computed bond formation energies, as recently reported by Durfey and Gilbert.

  DOI：

  10.1021/om3011195

文献信息

• Comparative Lewis Acidity in Fluoroarylboranes: B(<i>o</i>-HC₆F₄)₃, B(<i>p</i>-HC₆F₄)₃, and B(C₆F₅)₃
  作者：Matthew M. Morgan、Adam J. V. Marwitz、Warren E. Piers、Masood Parvez

  DOI：10.1021/om3011195

  日期：2013.1.14

  The Lewis acidic fluoroarylborane B(o-HC6F4)(3) (2) was prepared and its Lewis acid strength assessed in comparison to the known, related boranes B(C6F5)(3) (1) and B(p-HC6F4)(3) (3). Experimental methods based on spectroscopic probes and equilibrium measurements were used to show that B(C6F5)(3) is the strongest Lewis acid of the three; while the Lewis acidities of 2 and 3 are comparable, the p-H-substituted isomer is slightly stronger in the tests employed. This contrasts with predictions made on the basis of computed bond formation energies, as recently reported by Durfey and Gilbert.