3,5-二氟-4-(三甲基甲硅烷基)苯基硼酸 | 1257792-90-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,5-二氟-4-(三甲基甲硅烷基)苯基硼酸
• 英文名称: 3,5-difluoro-4-(trimethylsilyl)phenylboronic acid
• 英文别名: 3,5-difluoro-4-trimethylsilylphenylboronic acid；(3,5-Difluoro-4-trimethylsilylphenyl)boronic acid；(3,5-difluoro-4-trimethylsilylphenyl)boronic acid
• CAS: 1257792-90-7
• 化学式: C₉H₁₃BF₂O₂Si
• 分子量: 230.094
• InChiKey: SDGPFDLKNFVZIF-UHFFFAOYSA-N

物化性质

• 沸点：
  284.0±50.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  15
• 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：
  4

反应信息

• 作为反应物：
  描述：

  3,5-二氟-4-(三甲基甲硅烷基)苯基硼酸 在 一氯化碘 作用下， 以 氯仿 为溶剂， 反应 6.0h， 以63%的产率得到(3,5-二氟-4-碘苯基)硼酸
  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：

  三甲基氯硅烷 、 BuN(CH2CH2O)2BC6H2F2Li 以 not given 为溶剂， 生成 3,5-二氟-4-(三甲基甲硅烷基)苯基硼酸
  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

• Functionalization of Dihalophenylboronic Acids by Deprotonation of Their<i>N</i>-Butyldiethanolamine Esters
  作者：Krzysztof Durka、Paweł Kurach、Sergiusz Luliński、Janusz Serwatowski

  DOI：10.1002/ejoc.200900526

  日期：2009.9

  Deprotonative lithiation of various 6-butyl-2-(dihalophenyl)-(N–B)-1,3,6,2-dioxazaborocanes (N-butyldiethanolamine esters of dihalophenylboronic acids) was investigated. It was found that selective transformations can be best achieved by use of LDA as the lithiating reagent. The reactivities of these compounds vary significantly, depending on the natures and positions of the halogen atoms. The resultant

  研究了各种 6-丁基-2-(二卤代苯基)-(N-B)-1,3,6,2-二恶唑硼烷（二卤代苯基硼酸的 N-丁基二乙醇胺酯）的去质子锂化。发现使用LDA作为锂化试剂可以最好地实现选择性转化。这些化合物的反应性变化很大，这取决于卤原子的性质和位置。所得硼-锂双金属中间体与亲电试剂反应，得到官能化卤化芳基硼酸。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• 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.