12-H3N-closo-1-CB11H11 | 115857-25-5

• 英文名称: 12-H3N-closo-1-CB11H11
• CAS: 115857-25-5
• 化学式: CH₁₄B₁₁N
• 分子量: 159.05
• InChiKey: YXFHSBBYAUORKA-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

• 作为反应物：
  描述：

  12-H3N-closo-1-CB11H11 、 硫酸二甲酯 以 水 为溶剂， 反应 2.0h， 以42%的产率得到12-Me3N-closo-1-CB11H11
  参考文献：
  名称：

  Synthesis, Characterization, and Selected Properties of 7‐ and 12‐Ammoniocarba‐ closo ‐dodecaboranes

  摘要：

  AbstractThe inner salts 12‐H3N‐closo‐1‐CB11H11 (H1) and 7‐H3N‐12‐Hal‐closo‐1‐CB11H10 [Hal = F (H3), Cl (H4)] were synthesized by a microwave‐assisted Buchwald–Hartwig amination starting from the corresponding monoiodinated {closo‐1‐CB11} clusters and LiN(SiMe3)2. H1 was methylated to result in the zwitterion 12‐Me3N‐closo‐1‐CB11H11 (2). All new compounds were characterized by multinuclear NMR spectroscopy, elemental analysis, and mass spectrometry. The crystal structures of H1·Me2CO and 2 were determined. The pKa value of H1 in aqueous solution was estimated by potentiometric titration and by 11B{1H} NMR spectroscopic studies. The stepwise deprotonation of H1 with nBuLi in [D8]THF was studied by multinuclear NMR spectroscopy. In a first step, the amine 1 is obtained and then the amide [12‐HN‐closo‐1‐CB11H11]2– and finally the trianion [12‐HN‐closo‐1‐CB11H10]3– or more probably lithiated species thereof are formed. The experimental spectroscopic and structural data, as well as the pKa value of H1 are compared to values derived from DFT and ab initio calculations.

  DOI：

  10.1002/ejic.201200969
• 作为产物：
  描述：

  [12-H3N-closo-1-CB11H11]*0.9Me2CO 以 neat (no solvent) 为溶剂， 生成 12-H3N-closo-1-CB11H11
  参考文献：
  名称：

  Synthesis, Characterization, and Selected Properties of 7‐ and 12‐Ammoniocarba‐ closo ‐dodecaboranes

  摘要：

  AbstractThe inner salts 12‐H3N‐closo‐1‐CB11H11 (H1) and 7‐H3N‐12‐Hal‐closo‐1‐CB11H10 [Hal = F (H3), Cl (H4)] were synthesized by a microwave‐assisted Buchwald–Hartwig amination starting from the corresponding monoiodinated {closo‐1‐CB11} clusters and LiN(SiMe3)2. H1 was methylated to result in the zwitterion 12‐Me3N‐closo‐1‐CB11H11 (2). All new compounds were characterized by multinuclear NMR spectroscopy, elemental analysis, and mass spectrometry. The crystal structures of H1·Me2CO and 2 were determined. The pKa value of H1 in aqueous solution was estimated by potentiometric titration and by 11B{1H} NMR spectroscopic studies. The stepwise deprotonation of H1 with nBuLi in [D8]THF was studied by multinuclear NMR spectroscopy. In a first step, the amine 1 is obtained and then the amide [12‐HN‐closo‐1‐CB11H11]2– and finally the trianion [12‐HN‐closo‐1‐CB11H10]3– or more probably lithiated species thereof are formed. The experimental spectroscopic and structural data, as well as the pKa value of H1 are compared to values derived from DFT and ab initio calculations.

  DOI：

  10.1002/ejic.201200969

文献信息

• Some electrophilic substitution reactions of closo-[1-CB11H12]− and one-boron insertion into nido-7-L-7-CB10H12 (L = H− or Me3N) compounds. Isolation of all three B-substituted closo-Me3N-1-CB11H11 derivatives
  作者：Tomáš Jelínek、Jaromír Plešek、František Mareš、Stanislav Heřmánek、Bohumil Štíbr

  DOI：10.1016/s0277-5387(00)84535-0

  日期：1987.1