2-[(4-乙氧基苯基)偶氮]对甲酚 | 6370-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 中文名称: 2-[(4-乙氧基苯基)偶氮]对甲酚
• 英文名称: 2-[(4-Ethoxyphenyl)azo]-p-cresol
• 英文别名: 2-[(4-ethoxyphenyl)diazenyl]-4-methylphenol
• CAS: 6370-44-1
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: RVBLBXYCACHTLV-UHFFFAOYSA-N

物化性质

• 沸点：
  426.1±40.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  54.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(hydride)(chloride)(carbonyl)(triphenylarsine)3] 、 2-[(4-乙氧基苯基)偶氮]对甲酚 以 正己烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, structure and catalytic activity of cycloruthenated carbonyl complexes containing arylazo phenolate ligands

  摘要：

  A simple and convenient synthesis of a new class of air-stable mononuclear cyclometallated ruthenium(II) carbonyl 2-(arylazo)phenolate complexes bearing triphenylarsine [Ru(ap-R)(AsPh3)(2)(CO)] has been described. The 2-(arylazo)phenolate ligands behave as dianionic tridentate ligands and are coordinated to ruthenium through C, N and 0 by dissociation of the phenolic proton and the phenyl proton at the ortho position of the phenyl jing forming two five-membered chelate rings. These complexes have been characterized by elemental analysis, and FT-IR, H-1 NMR and UV-vis spectroscopies. In dichloromethane solution all the metal complexes exhibit characteristic metal-to-ligand charge transfer (MLCT) absorption and emission bands in the visible region. One of the complexes [Ru(ap-Cl)(AsPh3)(2)(CO)] was successfully characterized by X-ray crystallography. Cyclic voltammetric data of all the complexes show Ru-III/Ru-II oxidation and Ru-II/Ru-I reduction within the range of +0.75 to +0.86 V and -0.50 to -0.57 V respect to Ag/AgCl, respectively. The potentials are observed with respect to the electronic nature of substituents (R) in the 2-(arylazo)phenolate ligands. Further, a complex (2) was tested as a new catalyst in the oxidation of primary and secondary alcohols in the presence of NMO as a more viable oxidant with moderate to high conversion. The formation of high valent Ru-IV = 0 species as a catalytic intermediate is proposed for the catalytic process. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2006.10.015

文献信息

• Synthesis, structure and catalytic activity of cycloruthenated carbonyl complexes containing arylazo phenolate ligands
  作者：K. Naresh Kumar、R. Ramesh、Yu Liu

  DOI：10.1016/j.molcata.2006.10.015

  日期：2007.3

  A simple and convenient synthesis of a new class of air-stable mononuclear cyclometallated ruthenium(II) carbonyl 2-(arylazo)phenolate complexes bearing triphenylarsine [Ru(ap-R)(AsPh3)(2)(CO)] has been described. The 2-(arylazo)phenolate ligands behave as dianionic tridentate ligands and are coordinated to ruthenium through C, N and 0 by dissociation of the phenolic proton and the phenyl proton at the ortho position of the phenyl jing forming two five-membered chelate rings. These complexes have been characterized by elemental analysis, and FT-IR, H-1 NMR and UV-vis spectroscopies. In dichloromethane solution all the metal complexes exhibit characteristic metal-to-ligand charge transfer (MLCT) absorption and emission bands in the visible region. One of the complexes [Ru(ap-Cl)(AsPh3)(2)(CO)] was successfully characterized by X-ray crystallography. Cyclic voltammetric data of all the complexes show Ru-III/Ru-II oxidation and Ru-II/Ru-I reduction within the range of +0.75 to +0.86 V and -0.50 to -0.57 V respect to Ag/AgCl, respectively. The potentials are observed with respect to the electronic nature of substituents (R) in the 2-(arylazo)phenolate ligands. Further, a complex (2) was tested as a new catalyst in the oxidation of primary and secondary alcohols in the presence of NMO as a more viable oxidant with moderate to high conversion. The formation of high valent Ru-IV = 0 species as a catalytic intermediate is proposed for the catalytic process. (c) 2006 Elsevier B.V. All rights reserved.