1-ethyl-2-(naphthalen-1-yl)-1H-imidazo[4,5-f][1,10]phenanthroline | 1208231-59-7

• 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: 1-ethyl-2-(naphthalen-1-yl)-1H-imidazo[4,5-f][1,10]phenanthroline
• 英文别名: 2-(naphthalen-1-yl)-1H-imidazo[4,5-f][1,10]phenanthroline；enip；3-Ethyl-2-naphthalen-1-ylimidazo[4,5-f][1,10]phenanthroline
• CAS: 1208231-59-7
• 化学式: C₂₅H₁₈N₄
• 分子量: 374.445
• InChiKey: KBEJPZCHUSGPHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  copper(II) bis(tetrafluoroborate) 、 1-ethyl-2-(naphthalen-1-yl)-1H-imidazo[4,5-f][1,10]phenanthroline 、 双(2-二苯基磷苯基)醚 以 not given 为溶剂， 生成 [(dpephos)(1-ethyl-2-(naphthalen-1-yl)-1H-imidazo[4,5-f][1,10]phenanthroline)copper(I)]BF4
  参考文献：
  名称：

  磷光铜（I）配合物及其对聚苯乙烯和MCM-41基质的氧敏性能的研究。

  摘要：

  本文合成了一种新的1-乙基-2-（萘-1-基）-1H-咪唑并[4,5-f] [1,10]菲咯啉（Phen-Np-Et）配体[Cu（Phen-Np-Et）（POP）] BF（4）的Cu（I）络合物，其中POP是双（2-（2-（二苯基膦基）苯基）醚。详细讨论了[Cu（Phen-Np-Et）（POP）] BF（4）的单晶结构，电子性质和光物理性质。发现[Cu（Phen-Np-Et）（POP）] BF（4）的黄色发射在纯N（2）气氛下具有287μs的长激发态寿命。对[Cu（Phen-Np-Et）（POP）]（+）的理论计算表明，该发射来自三重态金属到配体电荷转移的激发态。然后，将[Cu（Phen-Np-Et）（POP）] BF（4）掺杂到聚苯乙烯和MCM-41的两个基质中以研究氧传感性能。最后，灵敏度最大值为9.6和3。通过[Cu（Phen-Np-Et）（POP）] BF（4）/聚苯乙烯和[Cu（Phen-Np-Et）（POP）]

  DOI：

  10.1016/j.saa.2012.04.011
• 作为产物：
  描述：

  溴乙烷 、 2-(naphthalen-1-yl)-1H-imidazo[4,5-f][1,10]phenanthroline 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以74%的产率得到1-ethyl-2-(naphthalen-1-yl)-1H-imidazo[4,5-f][1,10]phenanthroline
  参考文献：
  名称：

  A Series of Cu ^I Complexes Containing 1,10‐Phenanthroline Derivative Ligands: Synthesis, Characterization, Photophysical, and Oxygen‐Sensing Properties

  摘要：

  AbstractFive novel copper(I) complexes with the general formula [Cu(dpephos)(NN)]BF4 {dpephos = bis[2‐(diphenylphosphanyl)phenyl] ether, NN = 2‐phenyl‐1H‐imidazo[4,5‐f][1,10]phenanthroline (pip, 1), 1‐ethyl‐2‐phenyl‐1H‐imidazo[4,5‐f][1,10]phenanthroline (epip, 2), 2‐(naphthalen‐1‐yl)‐1H‐imidazo[4,5‐f][1,10]phenanthroline (nip, 3), 1‐ethyl‐2‐(naphthalen‐1‐yl)‐1H‐imidazo[4,5‐f][1,10]phenanthroline (enip, 4), 2‐(anthracen‐9‐yl)‐1‐ethyl‐1H‐imidazo[4,5‐f][1,10]phenanthroline (aeip, 5)} were rationally designed and synthesized, and these complexes were characterized by 1H NMR and IR spectroscopy and elemental analysis. X‐ray crystal‐structure analysis of 3 and 4 are also presented. Their photophysical properties at room temperature were examined by using a combination of cyclic voltammetry and electronic absorption spectroscopy. It was found that 1–4 display broad‐band emission in the solid state upon excitation at λ = 400 nm, and the emission maxima are located in the range 530–558 nm; the excited‐state lifetimes of these complexes are 8.24, 1.97, 6.99, and 2.43 μs, respectively. As a result, the emission intensity of complexes 1–4 is sensitive to oxygen concentration, and they display oxygen‐sensing properties after they are encapsulated into mesoporous silica MCM‐41 or SBA‐15.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  DOI：

  10.1002/ejic.200900123