CF3CH(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-1H)CH3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: CF3CH(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-1H)CH3
• 英文别名: 4,4,5,5-Tetramethyl-2-(1,1,1-trifluoropropan-2-yl)-1,3,2-dioxaborolane；4,4,5,5-tetramethyl-2-(1,1,1-trifluoropropan-2-yl)-1,3,2-dioxaborolane
• 化学式: C₉H₁₆BF₃O₂
• 分子量: 224.031
• InChiKey: XDAKCQQMVUZCHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.03
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,3,3-三氟丙烯 、 频那醇硼烷 在 Wilkinson's catalyst 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 CF3CH(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-1H)CH3 、 CF3CH2CH2(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-1H)
  参考文献：
  名称：

  Critical Role of Catalysts and Boranes for Controlling the Regioselectivity in the Rhodium-Catalyzed Hydroboration of Fluoroolefins

  摘要：

  [GRAPHICS]Catalytic hydroboration of perfluoroalkylethylenes (RFCH=CH2) with cationic and neutral rhodium complexes allows for selective access to either regioisomeric alcohol after hydroboration with catechol and pinacolboranes, followed by oxidation with alkaline hydrogen peroxide.

  DOI：

  10.1021/ol9909583

文献信息

• CF Activation at Rhodium Boryl Complexes: Formation of 2-Fluoroalkyl-1,3,2-Dioxaborolanes by Catalytic Functionalization of Hexafluoropropene
  作者：Thomas Braun、Marcel Ahijado Salomon、Kai Altenhöner、Michael Teltewskoi、Silke Hinze

  DOI：10.1002/anie.200805041

  日期：2009.2.23

  Fluorinated building blocks by CF bond cleavage: Catalytic CF activation reactions that give novel dioxaborolanes have been developed (see scheme). The reactions proceed at room temperature, and catalytic intermediates are presumably rhodium hydride and boryl species.

  通过CF键裂解形成的氟化结构单元：已开发出催化CF活化反应，产生了新颖的二氧杂硼烷（参见方案）。反应在室温下进行，催化中间体大概是氢化铑和硼烷基。
• Critical Role of Catalysts and Boranes for Controlling the Regioselectivity in the Rhodium-Catalyzed Hydroboration of Fluoroolefins
  作者：P. Veeraraghavan Ramachandran、Michael P. Jennings、Herbert C. Brown

  DOI：10.1021/ol9909583

  日期：1999.11.1

  [GRAPHICS]Catalytic hydroboration of perfluoroalkylethylenes (RFCH=CH2) with cationic and neutral rhodium complexes allows for selective access to either regioisomeric alcohol after hydroboration with catechol and pinacolboranes, followed by oxidation with alkaline hydrogen peroxide.