4-fluoro-3-(trimethylsilyl)phenylboronic acid | 1257792-91-8

• 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: 4-fluoro-3-(trimethylsilyl)phenylboronic acid
• 英文别名: 4-fluoro-3-trimethylsilylphenylboronic acid；(4-Fluoro-3-trimethylsilylphenyl)boronic acid；(4-fluoro-3-trimethylsilylphenyl)boronic acid
• CAS: 1257792-91-8
• 化学式: C₉H₁₄BFO₂Si
• 分子量: 212.104
• InChiKey: JORMTYVYYYSBDH-UHFFFAOYSA-N

物化性质

• 沸点：
  280.0±50.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.05
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-fluoro-3-(trimethylsilyl)phenylboronic acid 在 一氯化碘 作用下， 以 氯仿 为溶剂， 反应 6.0h， 以79%的产率得到4-fluoro-3-iodophenylboronic acid
  参考文献：
  名称：

  Electrophilic ipso-iodination of silylated arylboronic acids

  摘要：

  Silylated functionalized arylboronic acids were converted into corresponding iodinated arylboronic acids in good yields via the electrophilic ipso-desilylation effected with iodine chloride in refluxing CHCl3. Disilylated arylboronic acids were susceptible to diiodination. In addition, the structural characterization and reactivity of a novel sterically hindered ortho-silylated diarylborinic ester were reported. The potential of selected iodinated phenylboronic acids as monomers for the SuzukieMiyaura cross-coupling polymerization was demonstrated. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.08.016
• 作为产物：
  描述：

  硼酸三甲酯 、 (5-bromo-2-fluorophenyl)trimethylsilane 在 正丁基锂 、 硫酸 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 1.0h， 以93%的产率得到4-fluoro-3-(trimethylsilyl)phenylboronic acid
  参考文献：
  名称：

  Electrophilic ipso-iodination of silylated arylboronic acids

  摘要：

  Silylated functionalized arylboronic acids were converted into corresponding iodinated arylboronic acids in good yields via the electrophilic ipso-desilylation effected with iodine chloride in refluxing CHCl3. Disilylated arylboronic acids were susceptible to diiodination. In addition, the structural characterization and reactivity of a novel sterically hindered ortho-silylated diarylborinic ester were reported. The potential of selected iodinated phenylboronic acids as monomers for the SuzukieMiyaura cross-coupling polymerization was demonstrated. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.08.016

文献信息

• Electrophilic ipso-iodination of silylated arylboronic acids
  作者：K. Durka、J. Górka、P. Kurach、S. Luliński、J. Serwatowski

  DOI：10.1016/j.jorganchem.2010.08.016

  日期：2010.11

  Silylated functionalized arylboronic acids were converted into corresponding iodinated arylboronic acids in good yields via the electrophilic ipso-desilylation effected with iodine chloride in refluxing CHCl3. Disilylated arylboronic acids were susceptible to diiodination. In addition, the structural characterization and reactivity of a novel sterically hindered ortho-silylated diarylborinic ester were reported. The potential of selected iodinated phenylboronic acids as monomers for the SuzukieMiyaura cross-coupling polymerization was demonstrated. (C) 2010 Elsevier B.V. All rights reserved.