((1-methylimidazol-2-yl)methyl)((2-pyridyl)methyl)(2-hydroxyphenyl)amine | 606944-09-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: ((1-methylimidazol-2-yl)methyl)((2-pyridyl)methyl)(2-hydroxyphenyl)amine
• 英文别名: 2-[(1-Methylimidazol-2-yl)methyl-(pyridin-2-ylmethyl)amino]phenol
• CAS: 606944-09-6
• 化学式: C₁₇H₁₈N₄O
• 分子量: 294.356
• InChiKey: AMGWYRUHOCVISH-UHFFFAOYSA-N

物化性质

• 沸点：
  495.8±40.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 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：

  ((1-methylimidazol-2-yl)methyl)((2-pyridyl)methyl)(2-hydroxyphenyl)amine 在 triethyl amine 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 生成 [Mn(N-methylimidazole-2-ylmethyl)(2-pyridylmethyl)(2-oxyphenyl)amine)(tetrachlorocatechol)]*2CHCl3
  参考文献：
  名称：

  Catalytic Oxidation of 3,5-Di-tert-butylcatechol by a Series of Mononuclear Manganese Complexes:  Synthesis, Structure, and Kinetic Investigation

  摘要：

  The manganese compounds [Mn(bpia)(OAc)(OCH3)](PF6) (1), [Mn(bipa)(OAc)(OCH3)](PF6) (2), [Mn(bpia)(Cl)(2)](ClO4) (3), [Mn(bipa)(Cl)(2)](ClO4) (4), [Mn(Hmimppa)(Cl)(2)].CH3OH (5), and [Mn(mimppa)(TCC)].2CHCl(3) (6) (bpia = bis(picolyl)(N-methylimidazole-2-yl)amine; bipa = bis(N-methylimidazole-2-yl)(picolyl)amine; Hmimppa = ((1-methylimidazole-2-yl)methyl)((2-pyridyl)methyl)(2-hydroxyphenyl)amine; TCC = tetrachlorocatechol) were synthesized and characterized by various techniques such as X-ray crystallography, mass spectrometry, IR, EPR, and UV/vis spectroscopy, cyclic voltammetry, and elemental analysis. 1 and 2 crystallize in the triclinic space group P (1) over bar (No. 2), 4 and 6 crystallize in the monoclinic space group P2(1)/n (No. 14), and 5 crystallizes in the orthorhombic space group Pna2(1). Complexes 1-4 are structurally related to the proposed active site of the manganese-dependent extradiol-cleaving catechol dioxygenase exhibiting an N4O2 donor set (I and 2) or N4O2 donor set (3 and 4). Cyclic voltammetric data show that the substitution of oxygen donor atoms with chloride causes a shift of redox potentials to more positive values. These compounds show high catalytic activity regarding the oxidation of 3,5-di-tert-butylcatechol to 3,5-di-tert-butylquinone exhibiting saturation kinetics at high substrate concentrations. The turnover numbers k(cal) = (86 +/- 7) h(-1) (1), k(cat) = (101 +/- 4) h(-1) (2), k(cat) = (230 +/- 4) h(-1) (3), and k(cat) = (130 +/- 4) h(-1) (4) were determined from the double reciprocal Lineweaver-Burk plot. Compounds 5 and 6 can be regarded as structural and electronic Mn analogues for substituted forms of Fe-containing intradiol-cleaving catechol dioxygenases. To our knowledge 5 is the first mononuclear Mn(II) compound featuring an N3OCl2 donor set.

  DOI：

  10.1021/ic0347788