1,4-bis(2,4,6-triphenyl-1,3,5,2l4,4,6-trioxatriborinan-2-yl)-1,4-diazabicyclo[2.2.2]octane-1,4-diium | 87826-16-2

• 英文名称: 1,4-bis(2,4,6-triphenyl-1,3,5,2l4,4,6-trioxatriborinan-2-yl)-1,4-diazabicyclo[2.2.2]octane-1,4-diium
• CAS: 87826-16-2
• 化学式: C₄₂H₄₂B₆N₂O₆
• 分子量: 735.671
• InChiKey: IHZBXAPNUKZGSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  三乙烯二胺 、 苯硼酸 生成 1,4-bis(2,4,6-triphenyl-1,3,5,2l4,4,6-trioxatriborinan-2-yl)-1,4-diazabicyclo[2.2.2]octane-1,4-diium
  参考文献：
  名称：

  Solid‐State Synthesis of B←N Adducts by the Amine‐Facilitated Trimerization of the Phenylboronic Acid

  摘要：

  Stable boroxine‐amine adducts comprising dative B←N bond(s) were prepared by mechanochemically‐induced reactions of phenylboronic acid (PBA) and amines (pyridine, DMAP, 1H‐pyrazole, piperidine, DABCO, hexamethylenetetramine, or 4,4’‐bipyridine). In‐situ Raman monitoring, ex‐situ PXRD and DFT calculations were used for product identification. Stoichiometry of the product (3 : 1, 3 : 2 or 6 : 1 adduct) was controlled by the amine structure and the molar ratio of the reactants. The 1 : 2 H‐bonded assembly of PBA and 4,4’‐bipyridine (bpy) was confirmed as an intermediate in the adduct formation for bpy. Competitive binding experiments indicated that the exchange of the amines in the 3 : 1 adducts follows the computed adduct stabilities that increase with the amine basicity. Following the DFT prediction, the first adduct with two different amines, DMAP and pip, bound to one boroxine moiety was isolated and structurally characterized. Results show that calculations can be used to predict possible and preferred product(s) and their spectral characteristics.

  DOI：

  10.1002/chem.202400190

文献信息

• Yalpani, Mohamed; Boese, Roland, Chemische Berichte, 1983, vol. 116, # 10, p. 3347 - 3358
  作者：Yalpani, Mohamed、Boese, Roland

  DOI：——

  日期：——