1,2,3,4,5,6-hexakis(benzimidazol-1-ylmethyl)benzene | 1314041-46-7

• 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: 1,2,3,4,5,6-hexakis(benzimidazol-1-ylmethyl)benzene
• 英文别名: 1-[[2,3,4,5,6-Pentakis(benzimidazol-1-ylmethyl)phenyl]methyl]benzimidazole；1-[[2,3,4,5,6-pentakis(benzimidazol-1-ylmethyl)phenyl]methyl]benzimidazole
• CAS: 1314041-46-7
• 化学式: C₅₄H₄₂N₁₂
• 分子量: 859.008
• InChiKey: ZDZSIHCRCJMHNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  66
• 可旋转键数：
  12
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1H-苯并[f]苯并咪唑 、 十羰基二铼 、 1,2,3,4,5,6-hexakis(benzimidazol-1-ylmethyl)benzene 以 丙酮 、 甲苯 为溶剂， 反应 48.0h， 以54%的产率得到
  参考文献：
  名称：

  Spheroid Metallacycles and Metallocavitands with Calixarene- and/or Cleft-Shaped Receptors on the Surface

  摘要：

  Flexible hexatopic ligands, 1,2,3,4,5,6-hexakis(1H-naphtho[2,3-d]imidazol-1-ylmethyl)benzene (L-2) and 1,2,3,4,5,6-hexakis(4,5-diphenylimidazol-1-ylmethyl)benzene (L3), containing six neutral naphthanoimidazolyl and 4,5-diphenylimidazolyl N donors were synthesized and used to assemble M6L6L'-type [M = Re(CO)(3), L = anionic angular rigid NN donors, and L' = flexible hexatopic N donors] spheroid metallacycles. These molecules with a diameter of similar to 17 angstrom were obtained from Re-2(CO)(10), HL (imidazole, benzimidazole, and naphthanoimidazole), and L' [1,2,3,4,5,6-hexakis(benzimidazol-1-ylmethyl)benzene (L-1), L2, and L3] in a one-step process. Ligands L2 and L3 were characterized by elemental analysis, electrospray ionization time-of-flight mass spectrometry (ESI-TOF-MS), and H-1 NMR spectroscopy. Metallacycles 15 were characterized by elemental analysis, ESI-TOF-MS, Fourier transform infrared spectroscopy, and single-crystal X-ray diffraction analysis. Molecules 1,2, and 4 can be considered as metallocavitands and contain multiple solvent-accessible receptors, i.e., two metallocalix[3]arene units and six/four calix[4]arene-/cleft-shaped receptors, on the surface. Guests such as acetone molecules could be accommodated in the calix[4]arene/cleft-shaped receptor of the metallocavitands.

  DOI：

  10.1021/acs.inorgchem.6b00371
• 作为产物：
  描述：

  苯并咪唑 、 六全溴甲基苯 在 potassium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以96%的产率得到1,2,3,4,5,6-hexakis(benzimidazol-1-ylmethyl)benzene
  参考文献：
  名称：

  Preparation of hexacoordinating benzimidazole containing ligand and hexakis(benzimidazole–ruthenium(ii)) complex. Molecular structure of C6{CH2-(N-benzimidazole–RuCl2(p-cymene))}6

  摘要：

  我们合成了一种六苯并咪唑配体，并用它制备了一种六{苯并咪唑钌(II)}络合物，其中含有六个 RuCl2(arene)单元，X 射线结构分析表明，该络合物呈螺旋状排列，其上下交替的苯并咪唑钌(II)分支连接到一个中心苯环上。研究了所制备复合物与亚磷酸盐和碳酸盐的反应性，结果表明 (苯并咪唑)NâRu 键的弱性和多齿配体的释放。

  DOI：

  10.1039/c1dt10316d

文献信息

• Spheroid Metallacycles and Metallocavitands with Calixarene- and/or Cleft-Shaped Receptors on the Surface
  作者：Bhaskaran Shankar、Rajendiran Marimuthu、Shankar Deval Sathiyashivan、Malaichamy Sathiyendiran

  DOI：10.1021/acs.inorgchem.6b00371

  日期：2016.5.2

  Flexible hexatopic ligands, 1,2,3,4,5,6-hexakis(1H-naphtho[2,3-d]imidazol-1-ylmethyl)benzene (L-2) and 1,2,3,4,5,6-hexakis(4,5-diphenylimidazol-1-ylmethyl)benzene (L3), containing six neutral naphthanoimidazolyl and 4,5-diphenylimidazolyl N donors were synthesized and used to assemble M6L6L'-type [M = Re(CO)(3), L = anionic angular rigid NN donors, and L' = flexible hexatopic N donors] spheroid metallacycles. These molecules with a diameter of similar to 17 angstrom were obtained from Re-2(CO)(10), HL (imidazole, benzimidazole, and naphthanoimidazole), and L' [1,2,3,4,5,6-hexakis(benzimidazol-1-ylmethyl)benzene (L-1), L2, and L3] in a one-step process. Ligands L2 and L3 were characterized by elemental analysis, electrospray ionization time-of-flight mass spectrometry (ESI-TOF-MS), and H-1 NMR spectroscopy. Metallacycles 15 were characterized by elemental analysis, ESI-TOF-MS, Fourier transform infrared spectroscopy, and single-crystal X-ray diffraction analysis. Molecules 1,2, and 4 can be considered as metallocavitands and contain multiple solvent-accessible receptors, i.e., two metallocalix[3]arene units and six/four calix[4]arene-/cleft-shaped receptors, on the surface. Guests such as acetone molecules could be accommodated in the calix[4]arene/cleft-shaped receptor of the metallocavitands.
• Preparation of hexacoordinating benzimidazole containing ligand and hexakis(benzimidazole–ruthenium(ii)) complex. Molecular structure of C6{CH2-(N-benzimidazole–RuCl2(p-cymene))}6
  作者：Franc Požgan、Loïc Toupet、Pierre H. Dixneuf

  DOI：10.1039/c1dt10316d

  日期：——

  A hexabenzimidazole ligand was synthesised and used to prepare a hexakisbenzimidazole–ruthenium(II)} complex containing six RuCl2(arene) units of which the X-ray structure analysis shows a helical arrangement with alternating up and down benzymidazole–ruthenium(II) branches attached to a central benzene ring. The reactivity of the prepared complex with phosphite and carbonate was investigated and revealed the weakness of (benzimidazole)N–Ru bonds and the release of the polydentate ligand.

  我们合成了一种六苯并咪唑配体，并用它制备了一种六苯并咪唑钌(II)}络合物，其中含有六个 RuCl2(arene)单元，X 射线结构分析表明，该络合物呈螺旋状排列，其上下交替的苯并咪唑钌(II)分支连接到一个中心苯环上。研究了所制备复合物与亚磷酸盐和碳酸盐的反应性，结果表明 (苯并咪唑)NâRu 键的弱性和多齿配体的释放。