| 1628669-99-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• CAS: 1628669-99-7
• 化学式: C₁₅H₁₄N₄O*ClH
• 分子量: 302.763
• InChiKey: YGDAKVSXRHUXHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  66.91
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  、 在 乙酰氯 作用下， 以 甲醇 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  Hierarchical Self‐Assembly of Luminescent Eu ^III Complexes on Silicon

  摘要：

  AbstractWe have combined the metal‐coordinating features of phenanthroline with the remarkable complexing properties of tetraphosphonate (Tiiii) cavitands towards N‐methylammonium salts with the aim of assembling novel luminescent ternary complexes. The formation of such complexes was first tested in solution: the charged sarcosine derivative 1, bearing a phenanthroline moiety, was complexed by the cavitand Tiiii‐A, followed by coordination of EuIII–tris(β‐diketonate) complex 2. The occurrence of the self‐assembly has been proven by NMR spectroscopy, mass spectrometry and photophysical measurements. The transfer of this binding protocol to the surface showed the complete orthogonality of these interactions, as verified by control experiments on complexation‐inactive surfaces. The formation of the ternary complexes on the silicon surface was monitored by means of X‐ray photoelectron spectroscopy and luminescence spectroscopy. The emission properties of the silicon‐bound Si‐Tiiii‐B·1·2 and the corresponding ternary complex Tiiii‐A·1·2 in solution are similar, which indicates that the transfer of the self‐assembly process onto silicon does not significantly perturb the EuIII coordination environment. The self‐assembly protocol illustrated here can be extended to a wide variety of lanthanide ions and can be implemented for applications in sensing, bioimaging and optoelectronic devices.

  DOI：

  10.1002/ejic.201402117
• 作为产物：
  描述：

  2-bromo-N-(1,10-phenanthrolin-5-yl)acetamide 、 甲胺 在 sodium iodide 、 盐酸 作用下， 以 乙腈 、 乙醇 、 水 为溶剂， 反应 6.17h， 以90%的产率得到
  参考文献：
  名称：

  Hierarchical Self‐Assembly of Luminescent Eu ^III Complexes on Silicon

  摘要：

  AbstractWe have combined the metal‐coordinating features of phenanthroline with the remarkable complexing properties of tetraphosphonate (Tiiii) cavitands towards N‐methylammonium salts with the aim of assembling novel luminescent ternary complexes. The formation of such complexes was first tested in solution: the charged sarcosine derivative 1, bearing a phenanthroline moiety, was complexed by the cavitand Tiiii‐A, followed by coordination of EuIII–tris(β‐diketonate) complex 2. The occurrence of the self‐assembly has been proven by NMR spectroscopy, mass spectrometry and photophysical measurements. The transfer of this binding protocol to the surface showed the complete orthogonality of these interactions, as verified by control experiments on complexation‐inactive surfaces. The formation of the ternary complexes on the silicon surface was monitored by means of X‐ray photoelectron spectroscopy and luminescence spectroscopy. The emission properties of the silicon‐bound Si‐Tiiii‐B·1·2 and the corresponding ternary complex Tiiii‐A·1·2 in solution are similar, which indicates that the transfer of the self‐assembly process onto silicon does not significantly perturb the EuIII coordination environment. The self‐assembly protocol illustrated here can be extended to a wide variety of lanthanide ions and can be implemented for applications in sensing, bioimaging and optoelectronic devices.

  DOI：

  10.1002/ejic.201402117