[(PhBO)₃-(μ₂-hexamethylenetetramine)-(PhBO)₃] | 1477474-21-7

• 英文名称: [(PhBO)₃-(μ₂-hexamethylenetetramine)-(PhBO)₃]
• CAS: 1477474-21-7
• 化学式: C₄₂H₄₂B₆N₄O₆
• 分子量: 763.685
• InChiKey: RVFVXKIURXSVKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  苯硼酸 反应 2.0h， 生成 [(PhBO)₃-(μ₂-hexamethylenetetramine)-(PhBO)₃]
  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

• Syntheses, characterization and reactivity of Lewis acid–base adducts based on B–N dative bonds
  作者：Sudeshna Saha、Ravi Kumar Kottalanka、Tarun K. Panda、Klaus Harms、Stefanie Dehnen、Hari Pada Nayek

  DOI：10.1016/j.jorganchem.2013.08.022

  日期：2013.11

  Three Lewis acid–base adducts [(PhBO)3·2hmt] (1), [(PhBO)3–hmt–(PhBO)3] (2) and [(F-Ph)BO}3·hmt] (3) (hmt = hexamethylenetetramine) were prepared by the treatment of phenylboronic acid [PhB(OH)2] or 4-fluorophenylboroxine [(F-Ph)BO}3] with hexamethylenetetramine (hmt) in methanol or acetone. The solid state structures of all the compounds were established by single crystal X-ray diffraction analysis

  三个路易斯酸碱加合物[（PhBO）3 ·2hmt]（1），[（PhBO）3 –hmt–（PhBO）3 ]（2）和[（F-Ph）BO} 3 ·hmt]（3）（hmt =六亚甲基四胺）是通过在甲醇或丙酮中用六亚甲基四胺（hmt）处理苯基硼酸[PhB（OH）2 ]或4-氟苯基环硼氧烷[（F-Ph）BO} 3 ]制备的。通过单晶X射线衍射分析确定所有化合物的固态结构。晶体结构的确定表明通过配体介导的芳基硼酸脱水形成环硼氧烷环。三苯基环硼氧烷充当两个hmt分子之间的桥梁1，而hmt扮演2中两个三苯基环硼氧烷环之间桥联配体的角色。化合物1是三苯基环硼氧烷和hmt的罕见的1：2加合物，而化合物2和3分别是三苯基环硼氧烷或4-氟苯基环硼氧烷和hmt的1：2和1：1加合物。核磁共振波谱法以及1与[Co（H 2 O）6 ]（ClO 4）2的化学反应证实了溶液中B–N键的不稳定性，从而形成了[Co（H 2 O）