tris(2-fluorophenyl)borane | 146355-10-4

• 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-fluorophenyl)borane
• 英文别名: Tris(fluorophenyl)borane
• CAS: 146355-10-4
• 化学式: C₁₈H₁₂BF₃
• 分子量: 296.099
• InChiKey: QNJHGTXKXSFGPP-UHFFFAOYSA-N

物化性质

• 沸点：
  348.7±42.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.62
• 重原子数：
  22
• 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：
  3

反应信息

• 作为反应物：
  描述：

  (2,6-Difluorophenyl)-difluoro-lambda3-iodane 、 tris(2-fluorophenyl)borane 在 三氟化硼-二甲醚络合物 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 以70%的产率得到
  参考文献：
  名称：

  Synthesis and characterization of 2,6-difluorophenyliodine(III) derivatives

  摘要：

  2,6-F2C6H3IF2 was isolated in quantitative yield from the reactions of 2,6-F2C6H3I and XeF2 or F-2/N-2-mixtures. Ligand exchange using (CF3CO)(2)O gave the corresponding bis(trifluoroacetate) in 84% yield. The reaction of 2,6-F2C6H3I(OCOCF3)(2) and 1,3-F2C6H4 in the presence of CF3SO3H selectively gave [I(2,6-F2C6H3)(2)][OSO2CF3] in 80% yield.Ligand exchange reactions of 2,6-F2C6H3IF2 and triarylboranes in the presence of stoichiometric amounts of BF3. O(CH3)(2) gave the corresponding 2,6-difluorophenyl(aryl)iodine(III) tetrafluoroborates in 45-85% yield.Ligand exchange of the tetrafluoroborate was studied for some examples using (CH3)(3)SiOSO2CF3 or (CH3)(3)SiOCOCF3 giving the corresponding 2,6-difluorophenyl(aryl)iodine(III) trifluoromethanesulfonates or trifluoroacetates in nearly quantitative yields.All compounds were characterized by their NMR and mass spectra and melting and decomposition points. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00118-9
• 作为产物：
  描述：

  邻溴氟苯 在 二甲基一氯硅烷 、 异丙基氯化镁 作用下， 反应 8.0h， 生成 tris(2-fluorophenyl)borane
  参考文献：
  名称：

  路易斯酸驱动的逆氢化物穿梭催化

  摘要：

  逆氢化物穿梭催化为生物碱骨架的高效和立体选择性合成提供了多组分平台。我们提出了一种独特的路易斯酸驱动方法，可以实现复杂氮杂双环的模块化合成，这是使用以前的方法无法实现的。增强的合成灵活性有利于简化的不对称环化，从而实现 (−)-他代胺的简洁全合成。

  DOI：

  10.1002/anie.202320001

文献信息

• Naumann, D.; Butler, H.; Gnann, R., Zeitschrift fur Anorganische und Allgemeine Chemie
  作者：Naumann, D.、Butler, H.、Gnann, R.

  DOI：——

  日期：——
• Neumann; Butler; Gnann, Inorganic Chemistry, 1993, vol. 32, # 6, p. 861 - 863
  作者：Neumann、Butler、Gnann、Tyrra

  DOI：——

  日期：——
• Synthesis and characterization of 2,6-difluorophenyliodine(III) derivatives
  作者：Vasilios Padelidakis、Wieland Tyrra、Dieter Naumann

  DOI：10.1016/s0022-1139(99)00118-9

  日期：1999.10

  2,6-F2C6H3IF2 was isolated in quantitative yield from the reactions of 2,6-F2C6H3I and XeF2 or F-2/N-2-mixtures. Ligand exchange using (CF3CO)(2)O gave the corresponding bis(trifluoroacetate) in 84% yield. The reaction of 2,6-F2C6H3I(OCOCF3)(2) and 1,3-F2C6H4 in the presence of CF3SO3H selectively gave [I(2,6-F2C6H3)(2)][OSO2CF3] in 80% yield.Ligand exchange reactions of 2,6-F2C6H3IF2 and triarylboranes in the presence of stoichiometric amounts of BF3. O(CH3)(2) gave the corresponding 2,6-difluorophenyl(aryl)iodine(III) tetrafluoroborates in 45-85% yield.Ligand exchange of the tetrafluoroborate was studied for some examples using (CH3)(3)SiOSO2CF3 or (CH3)(3)SiOCOCF3 giving the corresponding 2,6-difluorophenyl(aryl)iodine(III) trifluoromethanesulfonates or trifluoroacetates in nearly quantitative yields.All compounds were characterized by their NMR and mass spectra and melting and decomposition points. (C) 1999 Elsevier Science S.A. All rights reserved.