| 1402724-22-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• CAS: 1402724-22-4
• 化学式: C₆H₁₃BO₂
• 分子量: 139.884
• InChiKey: UCFSYHMCKWNKAH-MGKWXGLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.86
• 重原子数：
  9.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  三乙烯二胺 、 、 三苯碳四(五氟苯基)硼酸盐 反应 0.5h， 以99%的产率得到1-(4,4,5,5-tetramethyl-1,3,2-dioxaboronia-2-yl)-1,4-diazabicyclo[2.2.2]octane tetrakis-(pentafluorophenyl)borate
  参考文献：
  名称：

  Taking the F out of FLP: Simple Lewis Acid–Base Pairs for Mild Reductions with Neutral Boranes via Borenium Ion Catalysis

  摘要：

  Discrete three-coordinate borenium salts 1c and 1d are accessed by cooperative Lewis acid-base pair-mediated heterolytic splitting of the B-H bond in pinacolborane by B(C6F5)(3)center dot DABCO and Ph3C+/DABCO, respectively. The resulting salts are competent catalysts in the reduction of a broad range of imines and can be generated in situ. Moreover, a mechanistic framework for borenium catalysis based on experimental evidence is proposed. The reaction is suggested to proceed by borenium activation of the imine substrate followed by counterintuitive hydride delivery from HBPin (with the assistance of DABCO) rather than from the HB(C6F5)(3)(-) anion, contrary to typical mechanisms of reduction in FLP systems.

  DOI：

  10.1021/ja307374j