3-{[(4-{[{5-[(4-chlorophenyl)diazenyl]-2-hydroxyphenyl}methylene]amino}phenyl)imino]methyl}-4H-chromen-4-one | 1407165-87-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-{[(4-{[{5-[(4-chlorophenyl)diazenyl]-2-hydroxyphenyl}methylene]amino}phenyl)imino]methyl}-4H-chromen-4-one
• 英文别名: 3-[[4-[[5-[(4-Chlorophenyl)diazenyl]-2-hydroxyphenyl]methylideneamino]phenyl]iminomethyl]chromen-4-one
• CAS: 1407165-87-0
• 化学式: C₂₉H₁₉ClN₄O₃
• 分子量: 506.948
• InChiKey: VMBCTVDDSPUQFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-{[(4-{[{5-[(4-chlorophenyl)diazenyl]-2-hydroxyphenyl}methylene]amino}phenyl)imino]methyl}-4H-chromen-4-one 在 sodium hydroxide 、 zinc(II) chloride 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以82%的产率得到
  参考文献：
  名称：

  Synthesis and characterization of VO(II), Co(II), Ni(II), Cu(II) and Zn(II) complexes of chromone based azo-linked Schiff base ligand

  摘要：

  Azo-Schiff-base complexes of VO(II), Co(II), Ni(II), Cu(II) and Zn(II) have been synthesized and characterized by elemental analysis, IR, UV Vis, H-1 NMR, mass spectra, molar conductance, magnetic susceptibility measurement, electron spin resonance (EPR), CV, fluorescence, NLO and SEM. The conductance data indicate the nonelectrolytic nature of the complexes, except VO(II) complex which is electrolytic in nature. On the basis of electronic spectra and magnetic susceptibility octahedral geometry has been proposed for the complexes. The EPR spectra of copper and oxovanadium complexes in DMSO at 300 and 77 K were recorded and its salient features are reported. The redox behavior of the copper(II) complex was studied using cyclic voltammetry. The in vitro antimicrobial activity against Staphylococcus aureus, Escherichia coli, Salmonella enterica typhi, Bacillus subtilis and Candida strains was studied and compared with that of free ligand by well-diffusion technique. The azo Schiff base exhibited fluorescence properties originating from intraligand (pi-pi*) transitions and metal-mediated enhancement is observed on complexation and so the synthesized complexes can serve as potential photoactive materials as indicated from their characteristic fluorescence properties. On the basis of the optimized structures, the second-order nonlinear optical properties (NLO) are calculated by using second-harmonic generation (SHG) and also the surface morphology of the complexes was studied by SEM. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.08.022
• 作为产物：
  描述：

  色酮-3-甲醛 在 对甲苯磺酸 作用下， 以 乙醇 、 苯 为溶剂， 反应 10.0h， 生成 3-{[(4-{[{5-[(4-chlorophenyl)diazenyl]-2-hydroxyphenyl}methylene]amino}phenyl)imino]methyl}-4H-chromen-4-one
  参考文献：
  名称：

  Synthesis and characterization of VO(II), Co(II), Ni(II), Cu(II) and Zn(II) complexes of chromone based azo-linked Schiff base ligand

  摘要：

  Azo-Schiff-base complexes of VO(II), Co(II), Ni(II), Cu(II) and Zn(II) have been synthesized and characterized by elemental analysis, IR, UV Vis, H-1 NMR, mass spectra, molar conductance, magnetic susceptibility measurement, electron spin resonance (EPR), CV, fluorescence, NLO and SEM. The conductance data indicate the nonelectrolytic nature of the complexes, except VO(II) complex which is electrolytic in nature. On the basis of electronic spectra and magnetic susceptibility octahedral geometry has been proposed for the complexes. The EPR spectra of copper and oxovanadium complexes in DMSO at 300 and 77 K were recorded and its salient features are reported. The redox behavior of the copper(II) complex was studied using cyclic voltammetry. The in vitro antimicrobial activity against Staphylococcus aureus, Escherichia coli, Salmonella enterica typhi, Bacillus subtilis and Candida strains was studied and compared with that of free ligand by well-diffusion technique. The azo Schiff base exhibited fluorescence properties originating from intraligand (pi-pi*) transitions and metal-mediated enhancement is observed on complexation and so the synthesized complexes can serve as potential photoactive materials as indicated from their characteristic fluorescence properties. On the basis of the optimized structures, the second-order nonlinear optical properties (NLO) are calculated by using second-harmonic generation (SHG) and also the surface morphology of the complexes was studied by SEM. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.08.022