2,6-bis(1'-methyl-5',6'-dimethylbenzimidazol-2-yl)pyridine | 210772-99-9

• 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: 2,6-bis(1'-methyl-5',6'-dimethylbenzimidazol-2-yl)pyridine
• 英文别名: 2,6-bis(1',5',6'-trimethylpyrazol-2'-yl)pyridine；1,5,6-Trimethyl-2-[6-(1,5,6-trimethylbenzimidazol-2-yl)pyridin-2-yl]benzimidazole
• CAS: 210772-99-9
• 化学式: C₂₅H₂₅N₅
• 分子量: 395.507
• InChiKey: QPNIDWQTKKXXIB-UHFFFAOYSA-N

物化性质

• 沸点：
  661.4±65.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  48.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  五羰基溴铼(I) 、 2,6-bis(1'-methyl-5',6'-dimethylbenzimidazol-2-yl)pyridine 以 甲醇 为溶剂， 以38%的产率得到
  参考文献：
  名称：

  Synthesis and dynamic NMR studies of Rhenium(I) tricarbonyl bromide complexes of benzimidazolylpyridine ligands. Crystal structure of [ReBr(CO)3{2,6-bis(1′,5′,6′-trimethylbenzimidazol-2′-yl)pyridine}]

  摘要：

  Pentacarbonylbromorhenium(I) reacted with 2,6-bis(benzimidazol-2'-yl)pyridine (bbip), 2,6-bis(1'-methylbenzimidazol-2'-yl)pyridine (bmbip), 2,6-bis(5',6'-dimethylbenzimidazol-2'-yl)pyridine (bdmbip), and 2,6-bis(1',5',6'-trimethylbenzimidazol-2'-yl)pyridine (btmbip) to form stable octahedral complexes of type fac[ReBr(CO)(3)L] (L = bbip, bmbip, bdmbip or btmbip) in which L is acting as a bidentate chelate ligand. At above-ambient temperatures in solution the complexes are fluxional with the nitrogen ligand oscillating between equivalent bidentate bonding modes. Rates and activation energies for these fluxions have been investigated by NMR methods. At low temperatures rotation of the uncoordinated benzimidazolyl unit is restricted and for fac-[ReBr(CO)(3)(btmbip)] in CD2Cl2 solution, two preferred rotamers exist in 89:11% relative abundances. A rotational energy barrier has been estimated. The X-ray crystal structure of fac-[ReBr(CO)(3))(btmbip)] confirms the bidentate chelate bonding of btmbip with a N-Re-N angle of 74.2 degrees. The pendant benzimidazole unit is inclined at an angle of 60.7 degrees to the pyridine ring. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(98)00082-5

文献信息

• Synthesis, Characterization, and Ethylene Oligomerization and Polymerization of [2,6-Bis(2-benzimidazolyl)pyridyl]chromium Chlorides
  作者：Wenjuan Zhang、Wen-Hua Sun、Shu Zhang、Junxian Hou、Katrin Wedeking、Steven Schultz、Roland Fröhlich、Haibin Song

  DOI：10.1021/om050805l

  日期：2006.4.1

  employed as the cocatalyst, the chromium complexes showed high activity for ethylene oligomerization and polymerization. Oligomers were produced with high selectivity for α-olefins, and polyethylenes were generated with extremely broad molecular weight distributions. In the presence of diethylaluminum chloride (Et2AlCl), these chromium complexes showed moderate activity for ethylene polymerization and

  合成了一系列[2,6-双（2-苯并咪唑基）吡啶基]氯化铬，并通过元素分析和红外光谱，以及对C1和C7的X射线衍射分析，进行了表征。当使用甲基铝氧烷（MAO）作为助催化剂时，铬络合物对乙烯的低聚和聚合反应具有很高的活性。制备的低聚物对α-烯烃的选择性高，而聚乙烯的分子量分布极广。在氯化二乙基铝（Et 2 AlCl）的存在下，这些铬络合物显示出适度的乙烯聚合活性，并生成了高分子量线性聚乙烯。
• Investigation of the effect of alkyl substitution on DSSC efficiency of Ru(II) complexes bearing tridentate benzimidazole ligands
  作者：Melek Tercan、Osman Dayan

  DOI：10.1080/24701556.2020.1720732

  日期：2020.7.2

  Abstract In this study, tridentate 2,6-bis(5,6-dimethyl-1H-benzimidazol-2-yl)pyridine ligand (L1) and eight derivatives (L2–9) were prepared by substitution with alkyl chains and Ru(II) complexes of these ligands (C1–9) were synthesized. The synthesized ligands and their Ru(II) complexes were characterized by FTIR, UV–vis, 1H-NMR, and ESI/MS spectroscopic methods. The absorption and the emission spectra

  摘要 本研究以烷基链取代钌(II ) 合成了这些配体 (C1-9) 的复合物。合成的配体及其 Ru(II) 配合物通过 FTIR、UV-vis、1H-NMR 和 ESI/MS 光谱方法进行了表征。检测了配合物的吸收和发射光谱，通过循环伏安法测定了配合物的 HOMO-LUMO 能级，并研究了它们在染料敏化太阳能电池 (DSSC) 中作为光敏剂的用途。讨论了烷基链取代对可见光区吸收和配合物电流-电位特性的影响。这种修改对 DSSC 的重要参数（例如吸收）的影响，
• Synthesis and dynamic NMR studies of Rhenium(I) tricarbonyl bromide complexes of benzimidazolylpyridine ligands. Crystal structure of [ReBr(CO)3{2,6-bis(1′,5′,6′-trimethylbenzimidazol-2′-yl)pyridine}]
  作者：Andrew Gelling、Keith G. Orrell、Anthony G. Osborne、Vladimir Šik、Michael B. Hursthouse、David E. Hibbs、K.M. Abdul Malik

  DOI：10.1016/s0277-5387(98)00082-5

  日期：1998.1

  Pentacarbonylbromorhenium(I) reacted with 2,6-bis(benzimidazol-2'-yl)pyridine (bbip), 2,6-bis(1'-methylbenzimidazol-2'-yl)pyridine (bmbip), 2,6-bis(5',6'-dimethylbenzimidazol-2'-yl)pyridine (bdmbip), and 2,6-bis(1',5',6'-trimethylbenzimidazol-2'-yl)pyridine (btmbip) to form stable octahedral complexes of type fac[ReBr(CO)(3)L] (L = bbip, bmbip, bdmbip or btmbip) in which L is acting as a bidentate chelate ligand. At above-ambient temperatures in solution the complexes are fluxional with the nitrogen ligand oscillating between equivalent bidentate bonding modes. Rates and activation energies for these fluxions have been investigated by NMR methods. At low temperatures rotation of the uncoordinated benzimidazolyl unit is restricted and for fac-[ReBr(CO)(3)(btmbip)] in CD2Cl2 solution, two preferred rotamers exist in 89:11% relative abundances. A rotational energy barrier has been estimated. The X-ray crystal structure of fac-[ReBr(CO)(3))(btmbip)] confirms the bidentate chelate bonding of btmbip with a N-Re-N angle of 74.2 degrees. The pendant benzimidazole unit is inclined at an angle of 60.7 degrees to the pyridine ring. (C) 1998 Elsevier Science Ltd. All rights reserved.