6-(1-Methylbenzimidazol-2-yl)pyridine-2-carbaldehyde | 1160492-72-7

• 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-(1-Methylbenzimidazol-2-yl)pyridine-2-carbaldehyde
• 英文别名: 6-(1-methylbenzimidazol-2-yl)pyridine-2-carbaldehyde
• CAS: 1160492-72-7
• 化学式: C₁₄H₁₁N₃O
• 分子量: 237.261
• InChiKey: ZFWUGFKFCROPOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(1-Methylbenzimidazol-2-yl)pyridine-2-carbaldehyde 在 甲酸 、 盐酸羟胺 、 sodium formate 作用下， 反应 1.5h， 以70%的产率得到
  参考文献：
  名称：

  Tridentate Benzimidazole-Pyridine-Tetrazolates as Sensitizers of Europium Luminescence

  摘要：

  We report on new anionic tridentate benzimidazole-pyridine-tetrazolate ligands that form neutral 3:1 complexes with trivalent lanthanides. The ligands are UV-absorbing chromophores that sensitize the red luminescence of europium with energy-transfer efficiency of 74-100%. The lifetime and quantum yield of the sensitized europium luminescence increase from 0.5 ms and 12-13% for the as-prepared solids to 2.8 ms and 41% for dichloromethane solution. From analysis of the data, the as-prepared solids can be described as aqua-complexes [Ln(k(3)-ligand)(2)(K-1-ligand)(H2O)x] where the coordinated water molecules are responsible for the strong quenching of the europium luminescence. In solution, the coordinated water molecules are replaced by the nitrogen atoms of the K-1-ligand to give anhydrous complexes [Ln(K-3-ligand)(3)] that exhibit efficient europium luminescence. X-ray structures of the anhydrous complexes confirm that the lanthanide ion (La-III, Eu-III) is nine-coordinate in a distorted tricapped trigonal prismatic environment and that coordination of the lanthanide ion by tetrazolate is weaker than by carboxylate.

  DOI：

  10.1021/ic500267b
• 作为产物：
  描述：

  N-甲基-2-硝基苯胺 在 selenium(IV) oxide 、 sodium dithionite 作用下， 以 1,4-二氧六环 、 乙二醇甲醚 、 水 为溶剂， 反应 24.0h， 生成 6-(1-Methylbenzimidazol-2-yl)pyridine-2-carbaldehyde
  参考文献：
  名称：

  Tridentate Benzimidazole-Pyridine-Tetrazolates as Sensitizers of Europium Luminescence

  摘要：

  We report on new anionic tridentate benzimidazole-pyridine-tetrazolate ligands that form neutral 3:1 complexes with trivalent lanthanides. The ligands are UV-absorbing chromophores that sensitize the red luminescence of europium with energy-transfer efficiency of 74-100%. The lifetime and quantum yield of the sensitized europium luminescence increase from 0.5 ms and 12-13% for the as-prepared solids to 2.8 ms and 41% for dichloromethane solution. From analysis of the data, the as-prepared solids can be described as aqua-complexes [Ln(k(3)-ligand)(2)(K-1-ligand)(H2O)x] where the coordinated water molecules are responsible for the strong quenching of the europium luminescence. In solution, the coordinated water molecules are replaced by the nitrogen atoms of the K-1-ligand to give anhydrous complexes [Ln(K-3-ligand)(3)] that exhibit efficient europium luminescence. X-ray structures of the anhydrous complexes confirm that the lanthanide ion (La-III, Eu-III) is nine-coordinate in a distorted tricapped trigonal prismatic environment and that coordination of the lanthanide ion by tetrazolate is weaker than by carboxylate.

  DOI：

  10.1021/ic500267b

文献信息

• Selective Iron-Catalyzed Oxidation of Benzylic and Allylic Alcohols
  作者：Benoît Join、Konstanze Möller、Carolin Ziebart、Kristin Schröder、Dirk Gördes、Kerstin Thurow、Anke Spannenberg、Kathrin Junge、Matthias Beller

  DOI：10.1002/adsc.201100210

  日期：2011.11

  A convenient and selective oxidation of alcohols with hydrogen peroxide to give aldehydes and ketones has been developed. Using in situ generated iron chloride complexes [Fe(L3)2Cln] [n=0–1, L3 =6-(N-phenylbenzimidazoyl)-2-pyridinecarboxylic acid], aldehydes and ketones were obtained in good yield and excellent selectivity after a short reaction time at room temperature.

  已经开发了用过氧化氢方便且选择性地氧化醇以产生醛和酮的方法。使用原位生成的氯化铁络合物[Fe（L3）2 Cl n ] [n = 0–1，L3 = 6-（N-苯基苯并咪唑基）-2-吡啶羧酸]，可以高收率和优异的选择性获得醛和酮。在室温下短时间反应后。