6-amino-2-(2'-methyl-2'H-benzoimidazole)pyridine | 1415800-75-7

• 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: 6-amino-2-(2'-methyl-2'H-benzoimidazole)pyridine
• 英文别名: 2-(6-Aminopyridin-2-yl)-1-methylbenzimidazole；6-(1-Methylbenzimidazol-2-yl)pyridin-2-amine；6-(1-methylbenzimidazol-2-yl)pyridin-2-amine
• CAS: 1415800-75-7
• 化学式: C₁₃H₁₂N₄
• mdl: MFCD23590548
• 分子量: 224.265
• InChiKey: UNXRJGZELZJQSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  56.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二叔丁基氯化膦 、 6-amino-2-(2'-methyl-2'H-benzoimidazole)pyridine 在 正丁基锂 、 三乙胺 作用下， 以 正己烷 、 甲苯 为溶剂， 以66.7%的产率得到6-(N-di-tert-butylphosphino)-2-(2'-methyl-2'H-benzoimidazole)aminepyridine
  参考文献：
  名称：

  Synthesis of mixed-ligand cobalt complexes and their applications in high cis-1,4-selective butadiene polymerization

  摘要：

  Incomplete oxidation of (N-di-tert-butylphosphino)-6-(2-methyl-2'H-benzoimidazole)-2-aminepyridine dichlorocobalt ((PNCoCl2)-Co-3) in DMF results in a unique co-crystal I formed with three parts including DMF, unit A and unit B complex with Co1 and Co2, respectively (PN3 ligand in unit A: (N-di-tertbutylphosphino)-6-(2'-methyl-2'H-benzoimidazole)-2-aminepyridine, and O=PN3 ligand in unit B: (N-di-tert-butylphosphinoxide)-6-(2'-methyl-2'H-benzoimidazole)-2-aminepyridine), with 1:1:1 molar ratio. Co1 and Co2 complexes both display a five-coordinated distorted-square-pyramidal geometry around the metal center. The Co1 center is coordinated with PN3 ligand via two N atoms from pyridine, benzoimidazole moiety as well as one P atom, and the Co2 center is coordinated with the oxidized ligand O=PN3 via two N atoms from pyridine, benzoimidazole moiety as well as one O atom from DMF molecule, while the oxidized phosphine moiety (O=P) being excluded from the coordination sphere. Activated with AlEt2Cl, the co-crystallized complexes I are able to actively convert butadiene to polybutadiene, affording cis-1,4 polybutadiene with cis-1,4 unit up to 95.5-97.8% and number average molecular weight of cal. 10(5) g/mol. The high cis-1,4 selectivity and monomodal GPC curve of resultant polymer imply that the identical active species generated from two distinctive cobalt centers. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.07.033
• 作为产物：
  描述：

  6-溴-2-吡啶羧酸 在 copper(I) oxide 、 氨 、 potassium hydroxide 作用下， 以 乙二醇 为溶剂， -30.0~110.0 ℃ 、1.01 MPa 条件下， 反应 24.08h， 生成 6-amino-2-(2'-methyl-2'H-benzoimidazole)pyridine
  参考文献：
  名称：

  Synthesis of mixed-ligand cobalt complexes and their applications in high cis-1,4-selective butadiene polymerization

  摘要：

  Incomplete oxidation of (N-di-tert-butylphosphino)-6-(2-methyl-2'H-benzoimidazole)-2-aminepyridine dichlorocobalt ((PNCoCl2)-Co-3) in DMF results in a unique co-crystal I formed with three parts including DMF, unit A and unit B complex with Co1 and Co2, respectively (PN3 ligand in unit A: (N-di-tertbutylphosphino)-6-(2'-methyl-2'H-benzoimidazole)-2-aminepyridine, and O=PN3 ligand in unit B: (N-di-tert-butylphosphinoxide)-6-(2'-methyl-2'H-benzoimidazole)-2-aminepyridine), with 1:1:1 molar ratio. Co1 and Co2 complexes both display a five-coordinated distorted-square-pyramidal geometry around the metal center. The Co1 center is coordinated with PN3 ligand via two N atoms from pyridine, benzoimidazole moiety as well as one P atom, and the Co2 center is coordinated with the oxidized ligand O=PN3 via two N atoms from pyridine, benzoimidazole moiety as well as one O atom from DMF molecule, while the oxidized phosphine moiety (O=P) being excluded from the coordination sphere. Activated with AlEt2Cl, the co-crystallized complexes I are able to actively convert butadiene to polybutadiene, affording cis-1,4 polybutadiene with cis-1,4 unit up to 95.5-97.8% and number average molecular weight of cal. 10(5) g/mol. The high cis-1,4 selectivity and monomodal GPC curve of resultant polymer imply that the identical active species generated from two distinctive cobalt centers. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.07.033

文献信息

• PHOSPHO-AMINO PINCER-TYPE LIGANDS AND CATALYTIC METAL COMPLEXES THEREOF
  申请人：Huang Kuo-Wei

  公开号：US20120323007A1

  公开（公告）日：2012-12-20

  The present invention provides phospho-amino pincer-type ligands, metal complexes thereof, and catalytic methods comprising such metal complexes.

  本发明提供了磷酸氨基夹持型配体、其金属配合物以及包括这种金属配合物的催化方法。
• Synthesis of mixed-ligand cobalt complexes and their applications in high cis-1,4-selective butadiene polymerization
  作者：Wen Liu、Weijing Pan、Peng Wang、Wei Li、Jingshan Mu、Gengsheng Weng、Xiaoyu Jia、Dirong Gong、Kuo-Wei Huang

  DOI：10.1016/j.ica.2015.07.033

  日期：2015.9

  Incomplete oxidation of (N-di-tert-butylphosphino)-6-(2-methyl-2'H-benzoimidazole)-2-aminepyridine dichlorocobalt ((PNCoCl2)-Co-3) in DMF results in a unique co-crystal I formed with three parts including DMF, unit A and unit B complex with Co1 and Co2, respectively (PN3 ligand in unit A: (N-di-tertbutylphosphino)-6-(2'-methyl-2'H-benzoimidazole)-2-aminepyridine, and O=PN3 ligand in unit B: (N-di-tert-butylphosphinoxide)-6-(2'-methyl-2'H-benzoimidazole)-2-aminepyridine), with 1:1:1 molar ratio. Co1 and Co2 complexes both display a five-coordinated distorted-square-pyramidal geometry around the metal center. The Co1 center is coordinated with PN3 ligand via two N atoms from pyridine, benzoimidazole moiety as well as one P atom, and the Co2 center is coordinated with the oxidized ligand O=PN3 via two N atoms from pyridine, benzoimidazole moiety as well as one O atom from DMF molecule, while the oxidized phosphine moiety (O=P) being excluded from the coordination sphere. Activated with AlEt2Cl, the co-crystallized complexes I are able to actively convert butadiene to polybutadiene, affording cis-1,4 polybutadiene with cis-1,4 unit up to 95.5-97.8% and number average molecular weight of cal. 10(5) g/mol. The high cis-1,4 selectivity and monomodal GPC curve of resultant polymer imply that the identical active species generated from two distinctive cobalt centers. (C) 2015 Elsevier B.V. All rights reserved.