2,6-bis(5,6-dimethylbenzimidazol-2-yl)pyridine | 210772-94-4

• 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(5,6-dimethylbenzimidazol-2-yl)pyridine
• 英文别名: 2,6-bis(5,6-dimethyl-1H-benzimidazol-2-yl)pyridine；2,6-bis-(5,6-dimethylbenzimimidazol-2-yl)pyridine；2,6-bis(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)pyridine；2,6-bis(5,6-dimethyl-1H-benzo[d]imidazole-2-yl)pyridine；2,6-bis(5',6'-dimethylpyrazol-2'-yl)pyridine；2,2'-(Pyridine-2,6-diyl)bis(5,6-dimethyl-1h-benzimidazole)；2-[6-(5,6-dimethyl-1H-benzimidazol-2-yl)pyridin-2-yl]-5,6-dimethyl-1H-benzimidazole
• CAS: 210772-94-4
• 化学式: C₂₃H₂₁N₅
• 分子量: 367.453
• InChiKey: CSCRNAMAEVJMRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  70.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-bis(5,6-dimethylbenzimidazol-2-yl)pyridine 在 potassium hydroxide 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 7.33h， 生成 C₃₇H₃₃ClCuN₅⁽¹⁺⁾*Cl^(1-)
  参考文献：
  名称：

  通过 1H-NMR 和催化活性评估 Cu(II) bzimpy 配合物

  摘要：

  摘要 合成了含有三齿 2,6-双(苯并咪唑-2-基)吡啶 (bzimpy) 的铜 (II) 配合物 (3a-d 和 4a-d) 并通过 1H-NMR、元素分析、红外、紫外和质谱表征光谱学。这些配合物在转移氢化 (TH) 中作为催化剂进行了测试。研究了翼尖取代基对 bzimpy 配体对 Cu(II) 配合物 TH 活性的影响。在催化剂中，具有空间庞大的 bzimpy 配体的配合物 4d 在该转化中表现出最高的催化活性。图形概要

  DOI：

  10.1080/00958972.2020.1840561
• 作为产物：
  描述：

  4，5-二甲基-1，2-苯二胺 、 邻苯二胺 在 polyphosphoric acid 作用下， 生成 2,6-bis(5,6-dimethylbenzimidazol-2-yl)pyridine
  参考文献：
  名称：

  2,6-双（苯并咪唑基）吡啶支架杂配钌配合物电催化水氧化：机理研究

  摘要：

  具有阴离子配体的三种单体钌络合物 [Ru II (L)(L 1 )(DMSO)][ClO 4 ] ( 1 ), [Ru II (L)(L 2 )(DMSO)] [PF 6 ] ( 2 ) , 和 [Ru II (L)(L 3 )(DMSO)][PF 6 ] ( 3 ) [L = 吡嗪羧酸盐, L 1 = 2,6-bis(1 H -benzo[ d ]imidazol-2-yl )吡啶，L 2 = 4,5-dmbimpy = 2,6-双(5,6-二甲基-1H-苯并[ d ]咪唑-2-基)吡啶，L 3 = 4-Fbimpy = 2,6-双(5-fluoro-1 H-benzo[ d ]imidazol-2-yl)pyridine, DMSO = dimethyl sulfoxide] 作为电催化剂用于水氧化的报道。配合物的单晶 X 射线结构揭示了 DMSO 分子的存在，该分子被认为是在电催化实

  DOI：

  10.1039/d3dt00128h

文献信息

• Synthesis of bimetallic complexes bridged by 2,6-bis(benzimidazol-2-yl) pyridine derivatives and their catalytic properties in transfer hydrogenation
  作者：Salih Günnaz、Aytaç Gürhan Gökçe、Hayati Türkmen

  DOI：10.1039/c8dt03178a

  日期：——

  A series of binuclear rhodium(I) and iridium(I) complexes with 2,6-bis(benzimidazol-2-yl) pyridine (bzimpy) derivatives were synthesized and characterized by elemental analysis and spectroscopic methods. The molecular and crystal structures of complex 3d were determined by the single crystal X-ray diffraction technique. Their monometallic analogues were prepared to compare the catalytic properties

  合成了一系列双核铑（I）和铱（I）与2，6-双（苯并咪唑-2-基）吡啶（bzimpy）衍生物的配合物，并通过元素分析和光谱法表征。配合物3d的分子和晶体结构是通过单晶X射线衍射技术确定的。制备了它们的单金属类似物以比较双金属配合物的催化性能。为了确定导致反应速率协同，双金属提高的催化剂性能，基于酮的转移加氢反应，探索了双金属配合物的金属间距离和配体供体性能的系统变化。
• 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，
• Heptacoordinated lanthanide(III) complexes based on 2,6-bis(1H-benzo[d]imidazol-2-yl)pyridine ligands (bbp, bmbp and bdmbp): Computational calculations, luminescent properties and cytotoxic evaluation.
  作者：Antonio Cruz-Navarro、Sharon Rosete-Luna、José María Rivera、Mario Rodríguez、Angelina Flores-Parra、Silvia Castillo-Blum、David Morales-Morales、Raúl Colorado-Peralta

  DOI：10.1016/j.molstruc.2023.135345

  日期：2023.7

  6-bis(1H-benzo[d]imidazol-2-yl)pyridine (bbp) and 2,6-bis(5,6-dimethyl-1H-benzo[d]imidazol-2-yl)pyridine (bdmbp) were synthesized and characterized by high-resolution mass spectrometry (HR-MS), elemental analysis (EA), melting point (MP), molar electrical conductivity (MEC), effective magnetic moment (EMM) and Fourier-transform infrared spectroscopy (FT-IR). The optical properties of complexes were evaluated by

  水合镧系元素 (III) 硝酸盐 (Ln 3+  = La, Nd, Sm, Eu, Gd, Tb and Dy) 与 2,6-bis(1 H -benzo[ d ]imidazol-2- ) 的两个新系列七配位yl)pyridine ( bbp ) 和 2,6-bis(5,6-dimethyl-1 H -benzo[ d ]imidazol-2-yl)pyridine ( bdmbp) 的合成和表征采用高分辨率质谱 (HR-MS)、元素分析 (EA)、熔点 (MP)、摩尔电导率 (MEC)、有效磁矩 (EMM) 和傅里叶变换红外光谱 (FT) -IR）。通过溶液中的紫外-可见 (UV-Vis) 吸收和发射光谱评估配合物的光学性质。钐 (III)、铕 (III) 和铽 (III) 配合物表现出发光特性和特征发射带。IR 和 MEC 研究表明，三个硝酸盐基团中只有两个以双齿方式与镧系元素 (III)
• 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.