2-(benzimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine | 1035383-00-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(benzimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine
• 英文别名: 2-(3,5-dimethylpyrazol-1-yl)-6-(benzimidazol-2-yl)pyridine；2-(benzoimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine；2-[6-(3,5-dimethylpyrazol-1-yl)pyridin-2-yl]-1H-benzimidazole
• CAS: 1035383-00-6
• 化学式: C₁₇H₁₅N₅
• 分子量: 289.34
• InChiKey: XYJGXLALXZEQMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tris(triphenylphosphine)ruthenium(II) chloride 、 2-(benzimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine 在 三乙胺 、 potassium carbonate 作用下， 以 甲苯 、 异丙醇 为溶剂， 反应 8.0h， 以52%的产率得到
  参考文献：
  名称：

  钌（II）-NNN络合物催化仲醇的Oppenauer型氧化

  摘要：

  借助于带有2-（苯并咪唑-2-基）-6-（3,5-二甲基吡唑-1-基）的钌（II）络合物催化剂，已经实现了将仲醇高效氧化为相应的酮的Oppenauer型氧化。 ）吡啶配体 在丙酮作为氧化剂的存在下，在温和的条件下进行氧化反应，最终TOF值高达3960 h -1。配体的半定性归因于这些Ru（II）配合物的高催化活性。

  DOI：

  10.1016/j.tetlet.2014.01.072
• 作为试剂：
  描述：

  苯胺 、 4-氯苯甲醇 在 2-(benzimidazol-2-yl)-6-(3,5-dimethylpyrazol-1-yl)pyridine 、 potassium tert-butylate 、 iron(II) chloride 作用下， 以 甲苯 为溶剂， 110.0 ℃ 、100.0 kPa 条件下， 反应 36.0h， 以90%的产率得到N-(对氯苄基)苯胺
  参考文献：
  名称：

  铁借借氢策略催化芳香胺的N-烷基化

  摘要：

  摘要 富含地球的过渡金属不仅可以用于不同的催化反应性，而且可以用于环境友好的方法，可以用作催化中的贵金属替代品。我们在这里报道了通过借用氢策略的铁催化合成N-烷基化胺的方法，不同官能化的苯胺衍生物以高收率被烷基化。

  DOI：

  10.1080/00958972.2021.1881066

文献信息

• Manganese-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols under Phosphine-Free Conditions
  作者：Tingting Liu、Liandi Wang、Kaikai Wu、Zhengkun Yu

  DOI：10.1021/acscatal.8b01960

  日期：2018.8.3

  secondary alcohols with primary alcohols under phosphine-free conditions. The β-alkylated secondary alcohols were obtained in moderate to good yields with water formed as the byproduct through a borrowing hydrogen pathway. β-Alkylation of cholesterols was also effectively achieved. The present protocol provides a concise atom-economical method for C–C bond formation from primary and secondary alcohols.

  在无膦条件下，带有吡啶基负载的吡唑基-咪唑基配体的锰（I）配合物可有效催化仲醇与伯醇的直接β-烷基化。β-烷基化的仲醇以中等至良好的产率获得，其中通过借用的氢途径形成副产物水。胆固醇的β-烷基化也得到有效实现。本协议为从伯醇和仲醇形成C-C键提供了一种简明的原子经济方法。
• Diruthenium(<scp>ii</scp>)–NNN pincer complex catalysts for transfer hydrogenation of ketones
  作者：Huining Chai、Qingfu Wang、Tingting Liu、Zhengkun Yu

  DOI：10.1039/c6dt03620a

  日期：——

  Dinuclear ruthenium(II)–NNN pincer complexes bearing a π linker-supported bis(pyrazolyl-imidazolyl-pyridine) ligand were synthesized and structurally characterized, and they exhibited excellent catalytic activity for the transfer hydrogenation of ketones in refluxing isopropanol, reaching TOF values up to 1.3 × 106 h−1. Compared with the corresponding mononuclear Ru(II)–NNN pincer complexes, the bimetallic

  合成并结构表征了带有π接头支撑的双（吡唑基-咪唑基-吡啶）配体的双核钌（II）-NNN钳形配合物，它们在回流异丙醇中显示出优异的催化酮转移氢化的催化活性，达到TOF值高达到1.3×10 6 h -1。与相应的单核Ru（II）-NNN钳形络合物相比，双金属络合物可以以低至0.03 mol％Ru的浓度使用，并在酮的转移加氢反应中表现出显着增强的催化活性。二钌的高催化活性（II）络合物归因于两个配位的Ru（II）金属中心通过π接头具有出色的稳定性和可能的​​协同作用。本合成方法学已经建立了可应用的策略来构建高活性的双金属NNN钳形复合催化剂。
• Exceptionally Efficient Unsymmetrical Ruthenium(II) NNN Complex Catalysts Bearing a Pyridyl-Based Pyrazolyl−Imidazolyl Ligand for Transfer Hydrogenation of Ketones
  作者：Fanlong Zeng、Zhengkun Yu

  DOI：10.1021/om8002043

  日期：2008.7.1

  Rare ruthenium(II) complexes bearing a pyridyl-based pyrazolyl−imidazolyl ligand were synthesized and exhibited exceptionally high catalytic activity in the transfer hydrogenation of ketones in 2-propanol at 82 °C or room temperature, reaching 100% conversion of the substrates and final TOFs up to 7.2 × 105 h−1 with 0.05 mol % catalyst at 82 °C and 55 800 h−1 with 0.1 mol % catalyst at room temperature

  合成了带有吡啶基吡唑基-咪唑基配体的稀有钌（II）配合物，并在82°C或室温下在2-丙醇中的酮转移氢化中表现出极高的催化活性，达到了100％的底物转化率和最终在82°C下使用0.05 mol％的催化剂的TOF可达7.2×10 5 h -1，在室温下使用0.1 mol％的催化剂的TOF可达55 800 h -1。
• Ruthenium(III)-Catalyzed β-Alkylation of Secondary Alcohols with Primary Alcohols
  作者：Qingfu Wang、Kaikai Wu、Zhengkun Yu

  DOI：10.1021/acs.organomet.6b00130

  日期：2016.5.9

  A Ru(III)-NNN complex bearing a pyridyl-supported pyrazolyl-imidazolyl ligand was synthesized and utilized as the catalyst for the direct beta-alkylation of secondary alcohols with primary alcohols. beta-Alkylated secondary alcohols were obtained in moderate to high yields with water formed as the byproduct through a hydrogen borrowing pathway. The present protocol provides a concise atom-economical and environmentally benign method for C-C bond formation.
• 2-Benzimidazol-6-pyrazol-pyridine Chromium(III) Trichlorides: Synthesis, Characterization, and Application for Ethylene Oligomerization and Polymerization
  作者：Wenlong Luo、Antai Li、Shaofeng Liu、Hongqi Ye、Zhibo Li

  DOI：10.1021/acs.organomet.6b00573

  日期：2016.9.12

  A series of chromium(III) complexes, LCrCl3 (Cr1-Cr4: L = 2-(N-R-2-benzimidazol-2=yl)-6-(3,5-R-1-pyrazol-1-yl)pyridine; Cr1: R-1 = H, R-2 = H; Cr-2: = Me, R-2 = H; Cr-3: = R-1, R-2 = Me; Cr4: R-1 = Me, R-2 = Bn), were syntheized and-characterized by IR spectroscopy and elemental analysis. The, studies of the solid state of Cr2 and :Cr3 revealed distorted octahedral geometries around the chromium centers by X-ray diffractions. In the presence of MAO, Cr1 Cr4 exhibited:high activities toward ethylene oligomerization (up to 2.17 X 10(6) g.Mol(-1)(Cr).h(-1)) and ethylene polymerization (up to 6.78 X los g.mol(-1)(Cr).h(-1)). The oligomers Were produced with high selectivity for alpha-olefins (>99%), confirmed by FT-IR and C-13 NMR, and the distributions followed the Schulz-Flory equation. Various reaction parameters including the amount,of cocatalyst, reaction temperature, and time were evaluated in detail, and it-was evident that the title complexes had good thermal stability and the substituents on imidazole-N of the ligands dramatically impacted the catalytic activities as well as the distribution of the products.