2,3,6-三氯苯硼酸 | 851756-53-1

• 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: 2,3,6-三氯苯硼酸
• 英文名称: (2,3,6-trichlorophenyl)boronic acid
• 英文别名: (2,3,6-Trichlorophenyl)boronic acid
• CAS: 851756-53-1
• 化学式: C₆H₄BCl₃O₂
• 分子量: 225.267
• InChiKey: AOPIKELJCFCNCK-UHFFFAOYSA-N

物化性质

• 沸点：
  378.6±52.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.33
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3,6-三氯苯硼酸 在 potassium hydrogen difluoride 、 异丙基氯化镁 作用下， 以 甲醇 、 水 为溶剂， 生成 Bis(2,3,5,6-tetrafluorophenyl)-(2,3,6-trichlorophenyl)borane
  参考文献：
  名称：

  Moisture-Tolerant Frustrated Lewis Pair Catalyst for Hydrogenation of Aldehydes and Ketones

  摘要：

  In this paper, we report on the development of a bench-stable borane for frustrated Lewis pair catalyzed reduction of aldehydes, ketones, and enones. The deliberate fine-tuning of structural and electronic parameters of Lewis acid component and the choice of Lewis base provided for the first time, a moisture-tolerant FLP catalyst. Related NMR and DFT studies underpinned the unique behavior of this FLP catalyst and gave insight into the catalytic activity of the resulting FLP catalyst.

  DOI：

  10.1021/acscatal.5b01299
• 作为产物：
  描述：

  三氯苯 在 盐酸 、 正丁基锂 、 硼酸三甲酯 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 2,3,6-三氯苯硼酸
  参考文献：
  名称：

  Moisture-Tolerant Frustrated Lewis Pair Catalyst for Hydrogenation of Aldehydes and Ketones

  摘要：

  In this paper, we report on the development of a bench-stable borane for frustrated Lewis pair catalyzed reduction of aldehydes, ketones, and enones. The deliberate fine-tuning of structural and electronic parameters of Lewis acid component and the choice of Lewis base provided for the first time, a moisture-tolerant FLP catalyst. Related NMR and DFT studies underpinned the unique behavior of this FLP catalyst and gave insight into the catalytic activity of the resulting FLP catalyst.

  DOI：

  10.1021/acscatal.5b01299

文献信息

• Metal-Free Iodoperfluoroalkylation: Photocatalysis versus Frustrated Lewis Pair Catalysis
  作者：Constantin Czekelius、Lucas Helmecke、Michael Spittler、Bernd M. Schmidt

  DOI：10.1055/s-0040-1707232

  日期：2021.1

  Professor Rolf Huisgen Abstract A comparison of two catalytic, metal-free iodoperfluoro­alkylation protocols is presented. Frustrated Lewis pairs [ t Bu3P/B(C6F5)3] or phosphines/phosphites under visible light irradiation efficiently mediate the functionalization of non-activated alkenes and alkynes. A comprehensive account of the corresponding substrate scopes as well as insights into the mechanistic details

  纪念Rolf Huisgen教授 抽象 比较了两种催化的，无金属的碘代氟烷基化方案。沮丧的路易斯对[ t Bu 3 P / B（C 6 F 5）3 ]或膦/亚磷酸盐在可见光辐射下有效地介导了未活化的烯烃和炔烃的官能化。提供了对相应底物范围的全面介绍，以及对两种反应途径的机理细节的见解。
• Moisture-Tolerant Frustrated Lewis Pair Catalyst for Hydrogenation of Aldehydes and Ketones
  作者：Ádám Gyömöre、Mária Bakos、Tamás Földes、Imre Pápai、Attila Domján、Tibor Soós

  DOI：10.1021/acscatal.5b01299

  日期：2015.9.4

  In this paper, we report on the development of a bench-stable borane for frustrated Lewis pair catalyzed reduction of aldehydes, ketones, and enones. The deliberate fine-tuning of structural and electronic parameters of Lewis acid component and the choice of Lewis base provided for the first time, a moisture-tolerant FLP catalyst. Related NMR and DFT studies underpinned the unique behavior of this FLP catalyst and gave insight into the catalytic activity of the resulting FLP catalyst.