N-(4-carbazol-9-ylphenyl)-di(pyridin-2-yl)amine | 1226878-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(4-carbazol-9-ylphenyl)-di(pyridin-2-yl)amine
• 英文别名: N-(4-carbazol-9-ylphenyl)-N-pyridin-2-ylpyridin-2-amine
• CAS: 1226878-12-1
• 化学式: C₂₈H₂₀N₄
• 分子量: 412.494
• InChiKey: RFFJWYZAFJVCJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2'-二吡啶胺 、 9-(4-溴苯基)咔唑 在 N,N-二甲基丙烯基脲 、 copper(l) iodide 、 18-冠醚-6 、 potassium carbonate 作用下， 反应 48.0h， 以90%的产率得到N-(4-carbazol-9-ylphenyl)-di(pyridin-2-yl)amine
  参考文献：
  名称：

  Synthesis and photoluminescence properties of four rhenium(I) complexes based on diimine ligands with oxadiazole/carbazole moiety

  摘要：

  By introducing two carrier-transporting moieties (oxadiazole and carbazole) into two diimine ligands (2-(2-pyridine)-benzimidazole and 2,2'-dipyridylamine), respectively, four novel ligands (L1-L4) and their corresponding rhenium(I) complexes (1-4) have been synthesized and characterized by elemental analysis, H-1 NMR and IR spectra. Their photophysical properties, thermal analysis, along with the X-ray crystal structure analysis of 14 and corresponding complex 4 are also described. In absorption spectra, the 2-(2-pyridine)benzimidazole containing complexes 1,2 show the intraligand charge-transfer (pi -> pi* (L)) bands and metal-to-ligand charge-transfer d pi(Re) -> pi* MLCT bands, while the 2,2'-dipyridylamine containing complexes 3,4 only show the pi -> pi* bands. In the excitation spectra, all the complexes show strong M La bands. After excitation of pi -> pi* or MLCT bands, all the four Re(I) complexes exhibit broad bands around 550-560 nm due to the Re(I)-based (MLCT)-M-3 emission. The two complexes 1 (with oxadiazole moiety) and 2 (with carbazole moiety) show the photoluminescence quantum efficiency of 2.0% and 7.5% in solid state, respectively, indicating that the carbazole unit is the better chromophore to enhance the luminescence efficiency of diimine Re(I) complexes than the oxadiazole moiety. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2010.02.010

文献信息

• Synthesis and photoluminescence properties of four rhenium(I) complexes based on diimine ligands with oxadiazole/carbazole moiety
  作者：Jing Wu、Hong-Yan Li、Ling-Chen Kang、Dong-Ping Li、Huan-Rong Li、Xin-Hui Zhou、Yan Sui、You-Xuan Zheng、Jing-Lin Zuo、Xiao-Zeng You

  DOI：10.1016/j.jphotochem.2010.02.010

  日期：2010.4

  By introducing two carrier-transporting moieties (oxadiazole and carbazole) into two diimine ligands (2-(2-pyridine)-benzimidazole and 2,2'-dipyridylamine), respectively, four novel ligands (L1-L4) and their corresponding rhenium(I) complexes (1-4) have been synthesized and characterized by elemental analysis, H-1 NMR and IR spectra. Their photophysical properties, thermal analysis, along with the X-ray crystal structure analysis of 14 and corresponding complex 4 are also described. In absorption spectra, the 2-(2-pyridine)benzimidazole containing complexes 1,2 show the intraligand charge-transfer (pi -> pi* (L)) bands and metal-to-ligand charge-transfer d pi(Re) -> pi* MLCT bands, while the 2,2'-dipyridylamine containing complexes 3,4 only show the pi -> pi* bands. In the excitation spectra, all the complexes show strong M La bands. After excitation of pi -> pi* or MLCT bands, all the four Re(I) complexes exhibit broad bands around 550-560 nm due to the Re(I)-based (MLCT)-M-3 emission. The two complexes 1 (with oxadiazole moiety) and 2 (with carbazole moiety) show the photoluminescence quantum efficiency of 2.0% and 7.5% in solid state, respectively, indicating that the carbazole unit is the better chromophore to enhance the luminescence efficiency of diimine Re(I) complexes than the oxadiazole moiety. (C) 2010 Elsevier B.V. All rights reserved.