10H-indolo[2',3':5,6]pyrazino[2,3-f][1,10]phenanthroline | 1193365-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 10H-indolo[2',3':5,6]pyrazino[2,3-f][1,10]phenanthroline
• 英文别名: 10H-dipyrido[f,h] indolo[3,2-b] quinoxaline；DPIQ；6,9,15,23,25-Pentazahexacyclo[12.11.0.02,7.08,13.016,24.017,22]pentacosa-1(25),2(7),3,5,8(13),9,11,14,16(24),17,19,21-dodecaene；6,9,15,23,25-pentazahexacyclo[12.11.0.02,7.08,13.016,24.017,22]pentacosa-1(25),2(7),3,5,8(13),9,11,14,16(24),17,19,21-dodecaene
• CAS: 1193365-11-5
• 化学式: C₂₀H₁₁N₅
• 分子量: 321.341
• InChiKey: SLJFMZIYMZRDIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  europium(III) chloride hexahydrate 、 2-噻吩甲酰三氟丙酮 、 10H-indolo[2',3':5,6]pyrazino[2,3-f][1,10]phenanthroline 在 NaOH 作用下， 以 ethanol 、 H₂O 为溶剂， 生成 Eu(2-thenoyltrifluoroacetonate)3(10H-dipyrido[f,h]indolo[3,2-b]quinoxaline)
  参考文献：
  名称：

  Synthesis, photophysical and oxygen-sensing properties of a novel Eu3+ complex incorporated in mesoporous MCM-41

  摘要：

  A novel Eu3+ complex of Eu(DPIQ)(TTA)(3) (DPIQ = 10H-dipyrido [f,h] indolo [3,2-b] quinoxaline, TTA = 2-thenoyltrifluoroacetonate) was synthesized and encapsulated in the mesoporous MCM-41, hoping to explore an oxygen-sensing system based on the long-lived Eu3+ emitter. The Eu(DPIQ)(TTA)(3)/MCM-41 composites were characterized by infrared spectra (IR), ultraviolet-visible (UV-vis) absorption spectra, small-angle X-ray diffraction (SAXRD), luminescence intensity quenching upon various oxygen concentrations, and fluorescence decay analysis. The results indicated that the composites exhibited the characteristic emission of the Eu3+ ion and the fluorescence intensity of D-5(0)-F-7(2) obviously decreased with increasing oxygen concentrations. The oxygen sensing properties of the composites with different loading levels of Eu(DPIQ)(TTA)(3) complex were investigated. A sensitivity of 3.04, a short response time of 7 s, and good linearity were obtained for the composites with a loading level of 20 mg/g. These results are the best reported values for optical oxygen-sensing materials based on Eu3+ complexes so far. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jssc.2010.05.022
• 作为产物：
  描述：

  靛红 、 5,6-二氨基-1,10-邻菲罗啉 在 对甲苯磺酸 作用下， 以 乙醇 为溶剂， 生成 10H-indolo[2',3':5,6]pyrazino[2,3-f][1,10]phenanthroline
  参考文献：
  名称：

  Emission “Off–On” effect from europium complexes triggered by AcO anion: Synthesis, characterization and sensing performance

  摘要：

  In this paper, a series of Eu(III) complexes based on four diamine ligands and two diketone ligands were synthesized. Their single crystal structures were studied, where intermolecular pi-pi stacking was found. The photophysical parameters of these Eu(III) complexes were measured, along with their ligand triplet levels. The energy transfer mechanism between ligand and metal center was discussed in detail. Energy transfer roll-back was found in Eu(III) complexes owing large-conjugated diamine ligands, compromising emissive performance. This energy transfer roll-back, however, could be stopped by the presence of AcO anion, leading to Eu(III) complex emission enhancement. The sensing performance of such Eu(III) complexes was thus investigated in detail. High sensitivity and selectivity were observed. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.02.042