N,N-bis(2-methylbenzimidazolyl)-2,2'-oxydiethanamide | 640266-65-5

• 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: N,N-bis(2-methylbenzimidazolyl)-2,2'-oxydiethanamide
• 英文别名: N,N'-bis(2-methylbenzimidazolyl-2-yl)-2,2'-oxydiethanamide；GBOA；N-(1H-benzimidazol-2-ylmethyl)-2-[2-(1H-benzimidazol-2-ylmethylamino)-2-oxoethoxy]acetamide
• CAS: 640266-65-5
• 化学式: C₂₀H₂₀N₆O₃
• 分子量: 392.417
• InChiKey: GGFNDXVJGYLRKO-UHFFFAOYSA-N

物化性质

• 熔点：
  125 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  898.3±65.0 °C(Predicted)
• 密度：
  1.408±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  125
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  copper(II) nitrate trihydrate 、 N,N-bis(2-methylbenzimidazolyl)-2,2'-oxydiethanamide 以 甲醇 为溶剂， 以65%的产率得到CuNO3(N,N'-bis(2-methylbenzimidazolyl)-2,2'-oxydiethanamide)*0.5H2O
  参考文献：
  名称：

  Synthesis, crystal structure and spectral studies of Cu(II)/Cu(I) complexes derived from diamide bisbenzimidazole ligand

  摘要：

  A new benzimidazole based diamide ligand-N,N'-bis(2-methylbenzimidazolyl)-2,2'-oxydiethanamide (GBOA)-has been synthesized and utilized to prepare [Cu(GBOA)Cl-2] and [Cu-I(NO3)(GBOA)]. The complex [Cu(GBOA)Cl-2] has been characterized structurally. It crystallizes in monoclinic space group P2(1)/n. The Cu(II) ion is in a slightly distorted square pyramidal coordination environment (tau = 0.167). Two trans bonded chlorine atoms, and two nitrogen atoms from two different molecules of benzimidazole ligand form the basal plane while the amide oxygen occupies the axial position of the square based pyramid. The structure of the complex is a one-dimensional, ligand-bridged polymer. Solid state X-band EPR spectrum of the complex shows a slightly broadened isotropic signal at g = 2.0. The complexes display a quasi-reversible redox wave due to the Cu(II)/Cu(I) redox couple with E-1/2 values varying as NO3- < Cl-. With respect to NHE, the E-1/2 values are quite positive when compared to other benzimidazole based complexes (Inorg. Chim. Acta 151 (1988) 55). The catechol oxidase activity of [CuCl,(GBOA)] has been examined by studying the oxidation of various catechols in oxygen saturated methanol. Kinetic studies with [CuCl2(GBOA)] and DTBC (3,5-di-tert-butylcatechol) as substrate shows the initial rate of oxidation to be dependent on first power of catalyst concentration and square-root of substrate concentration. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(03)00308-6

文献信息

• Synthesis, spectral and catalytic activity of some Manganese(II) bis-benzimidazole diamide complexes
  作者：Subash Chandra Mohapatra、M.S. Hundal、Pavan Mathur

  DOI：10.1016/j.saa.2011.05.024

  日期：2011.9

  Four Mn(II) complexes bound to a neutral bis-benzimidazole diamide ligand N,N'-bis(2-methyl benzimidazolyl 2,2'-oxy-diethanamide) (GBOA) have been synthesized and characterized. Anionic ligand associated with the complexes varies as Cl- CH3COO-, SCN- and ClO4-. X-ray structure of one of the complexes [Mn(GBOA)2(H2O)2]Cl(2)·4H2O was solved and shows that the Mn(II) ion is hexacoordinate. Two equatorial

  合成并表征了与中性双苯并咪唑二酰胺配体N，N'-双（2-甲基苯并咪唑基2,2'-氧-二酰胺）（GBOA）结合的四种Mn（II）配合物。与络合物缔合的阴离子配体随Cl-CH3COO-，SCN-和ClO4-而变化。解析了其中一种配合物[Mn（GBOA）2（H2O）2] Cl（2）·4 的X射线结构，结果表明Mn（II）离子是六配位的。苯并咪唑亚胺的氮原子占据了两个赤道位置，而酰胺羰基氧占据了两个赤道位置。亚胺氮和羰基氧通过两个配体的不同臂与Mn（II）结合，而轴向位点则被两个水分子占据。两个阴离子在配位域之外，并形成一个广泛的3D H键合网络。通过低温EPR光谱确认了所有四个络合物的轴向扭曲的八面体几何形状。发现[Mn（GBOA）2（ ）2] Cl（2）·4 和[Mn（GBOA）2（ ）2]·（CH3COO）2· 的失真参数D相似。已获得所有四种配合物的循环伏安图，并且E（