1,3-bis[2-(N,N’-diisopropylamino)ethyl]benzimidazolium chloride | 1293910-85-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1,3-bis[2-(N,N’-diisopropylamino)ethyl]benzimidazolium chloride
• 英文别名: 1,3-bis[2-(N,N'-diisopropylamino)ethyl]benzimidazolium chloride；1,3-bis[2-(diisopropylamino)ethyl]benzimidazolium chloride
• CAS: 1293910-85-6
• 化学式: C₂₃H₄₁N₄*Cl
• 分子量: 409.058
• InChiKey: MIVFFEUTIIXCPM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  28.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  15.29
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,3-bis[2-(N,N’-diisopropylamino)ethyl]benzimidazolium chloride 、 palladium diacetate 以 二甲基亚砜 为溶剂， 反应 5.0h， 生成 dichlorobis[1,3-bis(2-diisopropylaminoethyl)benzimidazol-2-ylidene]palladium(ll)
  参考文献：
  名称：

  钯(II) N-杂环卡宾配合物在离子液体中催化苯乙烯分子间加氢胺化

  摘要：

  PdCl2(NHC)(2) complexes have been synthesized by the reaction of palladium acetate with a series of benzimidazolium and imidazolinium salts and characterized by elemental analysis, H-1 NMR and C-13 NMR spectroscopy. These complexes were used as catalysts for the intermolecular hydroamination reactions between styrene with various anilines in ionic liquid at 160 degrees C and corresponding anti-Markovnikov products were obtained with a selectivity of 100% in good yields.

  DOI：

  10.3987/com-16-13546
• 作为产物：
  描述：

  1-2-(diisopropylamino)ethylbenzimidazole 、 2-(N,N-二异丙氨基)氯乙烷 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 以63%的产率得到1,3-bis[2-(N,N’-diisopropylamino)ethyl]benzimidazolium chloride
  参考文献：
  名称：

  The Synthesis of Novel Palladium(II) Carbene Complexes, Azolium Salts and Their Catalytic Properties

  摘要：

  Novel three 1,3-bis[2-(N,N'-diisopropylamino)ethyl]imidazolinium, 1,3-bis[2-(N,N'-diisopropylamino)ethyl]benzimidazolium and 1-(2-diisopropylaminoethyl)-3-(2-methoxyethyl)benzimidazolium chloride salts (1, 3a-b) and two palladium complex (2, 4) have been prepared and characterized by C, H, N analysis, H-1 NMR and C-13 NMR and they have been investigated their catalytic activity in the Heck and Suzuki coupling reactions.

  DOI：

  10.3987/com-10-12081
• 作为试剂：
  描述：

  苯乙烯 、 对溴苯甲醛 在 1,3-bis[2-(N,N’-diisopropylamino)ethyl]benzimidazolium chloride 、 palladium diacetate 、 caesium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以95%的产率得到4-stilbenecarboxaldehyde
  参考文献：
  名称：

  The Synthesis of Novel Palladium(II) Carbene Complexes, Azolium Salts and Their Catalytic Properties

  摘要：

  Novel three 1,3-bis[2-(N,N'-diisopropylamino)ethyl]imidazolinium, 1,3-bis[2-(N,N'-diisopropylamino)ethyl]benzimidazolium and 1-(2-diisopropylaminoethyl)-3-(2-methoxyethyl)benzimidazolium chloride salts (1, 3a-b) and two palladium complex (2, 4) have been prepared and characterized by C, H, N analysis, H-1 NMR and C-13 NMR and they have been investigated their catalytic activity in the Heck and Suzuki coupling reactions.

  DOI：

  10.3987/com-10-12081

文献信息

• Enhanced π-back-donation resulting in the<i>trans</i>labilization of a pyridine ligand in an N-heterocyclic carbene (NHC) Pd^IIprecatalyst: a case study
  作者：Hande Karabıyık、Beyhan Yiğit、Murat Yiğit、İsmail Özdemir、Hasan Karabıyık

  DOI：10.1107/s2053229619007745

  日期：2019.7.1

  to understand the structural characteristics of the PEPPSI complexes in comparison with the usual N‐heterocyclic carbene (NHC) complexes. The presence of weak C—H…Cl‐type hydrogen‐bond and π–π stacking interactions between benzene rings were verified using NCI plots and Hirshfeld surface analysis. The preferred method in the CDA of PEPPSI complexes is to separate their geometries into only two fragments

  苯并咪唑-2-亚苄基-PdCl 2-吡啶类PEPPSI（吡啶增强的前催化剂，制备，稳定和引发）复合物1,3-双[2-（二异丙氨基氨基）乙基]苯并咪唑-2-亚基的分子结构‐κ C 2 }二氯吡啶（吡啶‐κ N）钯（II），[PdCl 2（C 5 H 5 N）（C 23 H 40 N 4）]的特性已经通过元素分析，IR和NMR光谱，天然键轨道（NBO）和电荷分解分析（CDA）进行了表征。与通常的N杂环卡宾（NHC）配合物相比，使用剑桥结构数据库（CSD）搜索来了解PEPPSI配合物的结构特征。使用NCI图和Hirshfeld表面分析验证了弱C–H…Cl型氢键的存在以及苯环之间的π–π堆积相互作用。PEPPSI复合物CDA中的首选方法是将其几何形状仅分成两个片段，即庞大的NHC配体和其余片段。在这项研究中，PEPPSI复合物的几何结构被分为五个片段，即苯并咪唑-2-亚苄基（Bimy），两个氯化物，吡啶（Py）和Pd