potassium (perfluorohexylethynyl)trifluoroborate | 869583-62-0

• 分子结构分类: 有机化合物
• 英文名称: potassium (perfluorohexylethynyl)trifluoroborate
• 英文别名: Potassium;trifluoro(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ynyl)boranuide
• CAS: 869583-62-0
• 化学式: C₈BF₁₆*K
• 分子量: 449.972
• InChiKey: KBPSZPKLWKLSQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  potassium (perfluorohexylethynyl)trifluoroborate 、 6-(pyridin-2-yl)-2H-pyran-2-one 、 三氯化硼 以 二氯甲烷 为溶剂， 反应 0.5h， 以100%的产率得到2-(2-(dichloroboryl)-3-(perfluorohexyl)phenyl)pyridine
  参考文献：
  名称：

  通过定向环加成反应生成氟代烷基芳族化合物的温和和区域选择性途径

  摘要：

  通过苯环化策略合成全氟烷基取代的（杂）芳烃与环功能化方法是互补的，因为它消除了对预先存在的功能和先天区域控制的需要。我们报告了一种温和且区域特异性的硼定向苯环化方法，可作为获得一系列全氟烷基取代（杂）芳族结构单元的载体，这些结构单元可以通过已建立的 C-B 键官能化过程轻松制备。

  DOI：

  10.1021/acs.joc.2c00800
• 作为产物：
  描述：

  二氟化氢钾 、 硼酸三异丙酯 、 1-溴-1-(全氟己基)乙烯 在 正丁基锂 、 氢氟酸 、 二异丙胺 作用下， 以 乙醚 、 正己烷 为溶剂， 以20%的产率得到potassium (perfluorohexylethynyl)trifluoroborate
  参考文献：
  名称：

  (Fluoroorgano)fluoroboranes and -borates. 14. Preparation of Potassium ((Perfluoroorgano)ethynyl)trifluoroborates K[R_FC⋮CBF₃]

  摘要：

  Despite the remarkable progress in organoboron chemistry, (alkynyl)fluoroborates remained unknown until 1999, when Darses et al. reported the preparation of the first two potassium (alkynyl)trifluoroborates, K[RC equivalent to CBF3] (R = Bu, Et3Si).(1) Later Molander et al. extended this series of salts with R = C8H17, C6H5, C6H5-CH(2)CH2, CClH2CH2CH2, CH2=C(CH3) Me3Si, and t-BuMe2SiOCH2CH2.(2) Both groups introduced (alkynyl)trifluoroborates successfully into Pd-catalyzed cross-coupling reactions and demonstrated impressively the application potential of alkynyltrifluoroborate salts.It is well-known that the replacement of all or the majority of hydrogen atoms by fluorine atoms in hydrocarbons or in their organoelement derivatives caused significant changes of their physical and chemical properties. 3 In this regard the chemistry of organoboron compounds is no exception. A recently published review presented a number of peculiarities which were derived from the combination of the specific properties of both roots, organofluorine and organoboron chemistry, and their co-action.(4)sWe have continued our systematic studies in the field of polyfluorinated organofluoroborates and -boranes investigated approaches to the synthesis of ((perfluoro-organo)ethynyl)trifluoroborate salts K[RFC equivalent to CBF3]. We have included perfluorinated alkyl, alkenyl, and aryl groups R-F attached to C-2 of the ethynyl unit.(5)

  DOI：

  10.1021/om050590f