N-ethyl-4-[(1,10)-phenanthroline(5,6-f)imidazol-2-yl]carbazole | 1002327-63-0

• 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: N-ethyl-4-[(1,10)-phenanthroline(5,6-f)imidazol-2-yl]carbazole
• 英文别名: 1H-2-(N-ethyl-carbazole-4-yl)imdiazo[4,5-f]1,10-phenathroline；2-(9H-carbazol-2-yl)-1H-imidazo[4,5-f][1,10]phenanthroline；2-(CH3CH2C12H7N)imidazo[4,5-f][1,10]phenanthroline；2-(9-ethylcarbazol-2-yl)-1H-imidazo[4,5-f][1,10]phenanthroline
• CAS: 1002327-63-0
• 化学式: C₂₇H₁₉N₅
• 分子量: 413.481
• InChiKey: BZXPMZPQASVESS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  溴乙烷 、 N-ethyl-4-[(1,10)-phenanthroline(5,6-f)imidazol-2-yl]carbazole 在 sodium hydride 作用下， 以 二氯甲烷 为溶剂， 反应 25.0h， 生成 1-ethyl-2-(N-ethyl-carbazole-4-yl)imdiazo[4,5-f]1,10-phenathroline
  参考文献：
  名称：

  Fabrication of Eu(III) complex doped nanofibrous membranes and their oxygen-sensing properties

  摘要：

  In this paper, we report the synthesis, characterization, and photophysical properties of Eu(TTA)(3)ECIP, where TTA = 2-thenoyltrifluoroacetonate, and ECIP = 1-ethyl-2-(N-ethyl-carbazole-yl-4-)imidazo[4,5-f]1,10-phenanthroline. Its elementary application for oxygen-sensing application is also investigated by doping it into a polymer matrix of polystyrene (PS). Experimental data suggest that the 2.5 wt% doped Eu(TTA)(3)ECIP/PS nanofibrous membrane exhibits a high sensitivity of 3.4 towards oxygen with a good linear relationship of R-2 = 0.9962. In addition, the 2.5 wt% doped Eu(TTA)(3)ECIP/PS nanofibrous membrane owns a quick response of 8 s towards oxygen, along with its excellent atmosphere insensitivity and photobleaching resistance. All these results suggest that both Eu(TTA)(3)ECIP and Eu(TTA)(3)ECIP/PS system are promising candidates for oxygen-sensing optical sensors. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2010.08.025
• 作为产物：
  描述：

  1,10-邻二氮杂菲-5,6-二酮 、 9-ethyl-9H-carbazole-2-carbaldehyde 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 生成 N-ethyl-4-[(1,10)-phenanthroline(5,6-f)imidazol-2-yl]carbazole
  参考文献：
  名称：

  Fabrication of Eu(III) complex doped nanofibrous membranes and their oxygen-sensing properties

  摘要：

  In this paper, we report the synthesis, characterization, and photophysical properties of Eu(TTA)(3)ECIP, where TTA = 2-thenoyltrifluoroacetonate, and ECIP = 1-ethyl-2-(N-ethyl-carbazole-yl-4-)imidazo[4,5-f]1,10-phenanthroline. Its elementary application for oxygen-sensing application is also investigated by doping it into a polymer matrix of polystyrene (PS). Experimental data suggest that the 2.5 wt% doped Eu(TTA)(3)ECIP/PS nanofibrous membrane exhibits a high sensitivity of 3.4 towards oxygen with a good linear relationship of R-2 = 0.9962. In addition, the 2.5 wt% doped Eu(TTA)(3)ECIP/PS nanofibrous membrane owns a quick response of 8 s towards oxygen, along with its excellent atmosphere insensitivity and photobleaching resistance. All these results suggest that both Eu(TTA)(3)ECIP and Eu(TTA)(3)ECIP/PS system are promising candidates for oxygen-sensing optical sensors. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2010.08.025

文献信息

• Tuning Photophysical and Electrochemical Properties of Cationic Iridium(III) Complex Salts with Imidazolyl Substituents by Proton and Anions
  作者：Qiang Zhao、Shujuan Liu、Mei Shi、Fuyou Li、Hao Jing、Tao Yi、Chunhui Huang

  DOI：10.1021/om700623j

  日期：2007.11.1

  A series of cationic iridium(III) complex salts, 1-5, were synthesized containing different phenanthroline derivatives. Their photophysical and electrochemical properties were investigated. The influences of anions and proton on the photophysical and electrochemical properties were also studied in detail. Upon addition of CF3COOH, the emission wavelength was significantly red-shifted and the emission color changed from yellow to red. In addition, the addition of F-, CH3COO-, and H2PO4- can also cause significant variations in UV-vis absorption and emission spectra. Upon addition of F-, CH3COO-, and H2PO4-, the solution colors of 1-3 changed from yellow-green to brown and the emission of 1-3 was quenched completely, which can be observed by the naked eye.
• Synthesis, Characterization, Cellular Uptake, Apoptosis, Cytotoxicity, Dna-Binding, and Antioxidant Activity Studies of Ruthenium(II) Complexes
  作者：Li Xu、Nan-Jing Zhong、Hong-Liang Huang、Zhen-Hua Liang、Zheng-Zheng Li、Yun-Jun Liu

  DOI：10.1080/15257770.2012.704110

  日期：2012.8

  Two new ruthenium(II) polypyridyl complexes [Ru(dmb)(2)(HECIP)](ClO4)(2) (1) (HECIP = N-ethyl-4-[(1,10)-phenanthroline(5,6-f)imidazol-2-yl] carbazole, dmb = 4,4'-dimethyl-2,2'-bipyridine) and [Ru(dmp)(2)(HECIP)](ClO4)(2) (2) (dmp = 2,9-dimethyl-1,10-phenanthroline) have been synthesized and characterized. The DNA-binding behaviors of the two complexes were investigated by absorption spectra, viscosity measurements, and photoactivated cleavage. The DNA-binding constants for complexes 1 and 2 were determined to be 8.03 (+/- 0.12) x 10(4) M-1 (s = 1.62) and 2.97 (+/- 0.15) x 10(4) M-1 (s = 1.82), respectively. The results suggest that these complexes interact with DNA through intercalative mode. The photocleavage of pBR322 DNA by Ru(II) complexes was investigated. The cytotoxicity of complexes 1 and 2 has been evaluated by the MTT [3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl-2H-tetrazolium bromide)] method. Complex 1 shows higher anticancer potency than 2 against the four tumor cell lines. Apoptosis and cellular uptake were investigated. The antioxidant activities of the ligand and these complexes were also performed.
• Emission “Off–On” effect from europium complexes triggered by AcO anion: Synthesis, characterization and sensing performance
  作者：Xiaogang Li、Dong Zhang、Jing Li

  DOI：10.1016/j.saa.2014.02.042

  日期：2014.6

  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.
• Fabrication of Eu(III) complex doped nanofibrous membranes and their oxygen-sensing properties
  作者：Lin Songzhu、Dong Xiangting、Wang Jinxian、Liu Guixia、Yu Wenshen、Jia Ruokun

  DOI：10.1016/j.saa.2010.08.025

  日期：2010.11

  In this paper, we report the synthesis, characterization, and photophysical properties of Eu(TTA)(3)ECIP, where TTA = 2-thenoyltrifluoroacetonate, and ECIP = 1-ethyl-2-(N-ethyl-carbazole-yl-4-)imidazo[4,5-f]1,10-phenanthroline. Its elementary application for oxygen-sensing application is also investigated by doping it into a polymer matrix of polystyrene (PS). Experimental data suggest that the 2.5 wt% doped Eu(TTA)(3)ECIP/PS nanofibrous membrane exhibits a high sensitivity of 3.4 towards oxygen with a good linear relationship of R-2 = 0.9962. In addition, the 2.5 wt% doped Eu(TTA)(3)ECIP/PS nanofibrous membrane owns a quick response of 8 s towards oxygen, along with its excellent atmosphere insensitivity and photobleaching resistance. All these results suggest that both Eu(TTA)(3)ECIP and Eu(TTA)(3)ECIP/PS system are promising candidates for oxygen-sensing optical sensors. (C) 2010 Elsevier B.V. All rights reserved.