5-bromo-2-(pyrrole-2-yl-methylidine)aminophenol | 1415425-51-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-bromo-2-(pyrrole-2-yl-methylidine)aminophenol
• 英文别名: 5-bromo-2-(pyrrol-2-yl-methylidine)aminophenol；5-bromo-2-(1H-pyrrol-2-ylmethylideneamino)phenol
• CAS: 1415425-51-2
• 化学式: C₁₁H₉BrN₂O
• 分子量: 265.109
• InChiKey: RCOYSGPWRHTPGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-(RuCl(dppe)2((4-ethynylphenyl)(3-pyridyl)acetylene(1-)) 、 5-bromo-2-(pyrrole-2-yl-methylidine)aminophenol 、 nickel(II) acetate tetrahydrate 以 甲醇 、 二氯甲烷 为溶剂， 以77.94%的产率得到
  参考文献：
  名称：

  Heterobimetallic M(II)/Ru(II) (M=Ni, Zn) complexes containing coordination and organometallic sites: Synthesis, characterization, luminescence and NLO properties

  摘要：

  Some heterobimetallic complexes of the type [Ni(L1-3)(NC5H4C CC6H4C CRu(dppe)(2)Cl)] (1a-c) and [Zn(L1-3)(NC5H4C CC6H4C CRu(dppe)(2)Cl)] (2a-c) have been prepared by the reaction of trans-[RuCl(dppe)(2)(C CC6H4C C-py-3)] (1) with Ni(II) and Zn(II) in presence of Schiff base ligands L1-3 (where L-1 = 2-(pyrrole-2-yl-methylidine)aminophenol, L-2 = 5-bromo-2-(pyrrole-2-yl-methylidine)aminophenol and L-3 = 5-nitro-2-(pyrrole-2-yl-methylidine) aminophenol. All the complexes were characterized on the basis of elemental analyses, IR, UV-Vis, H-1 NMR, and P-31 NMR spectral studies and compound trans-[RuCl(dppe)(2)(C CC6H4C C-py-3)] (1) by single crystal X-ray analysis. Quasireversible redox behavior is accounted for all complexes corresponding to Ni(II)/Ni(III) and Ru(II)/Ru(III) for 1a-c and Ru(II)/Ru(III) for 2a-c. All complexes exhibit intra-ligand (pi -> pi*) fluorescence with high quantum yield in dimethylformamide. The second harmonic generation (SHG) efficiency of the complexes was measured by Kurtz-powder technique indicating that all complexes display the second harmonic generation (SHG) property. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.09.018
• 作为产物：
  描述：

  2-吡咯甲醛 、 2-氨基-5-硝基苯酚 以 甲醇 为溶剂， 以68%的产率得到5-bromo-2-(pyrrole-2-yl-methylidine)aminophenol
  参考文献：
  名称：

  NLO active Cu^II/Ru^II and Cd^II/Ru^II coordination-organometallic complexes: synthesis, structural characterization and photoluminescence properties

  摘要：

  Cu-II/Ru-II and Cd-II/Ru-II hybrid complexes [Cu(L1-3)(NC5H4CCRu(dppe)(2)Cl)] (1a-3a) and [Cd(L1-3)(NC5H4CCRu(dppe)(2)Cl)] (1b-3b) have been prepared by reaction of trans-[RuCl(dppe)(2)(CC-py-3)] (1) with copper or cadmium acetate in the presence of Schiff base ligands LH1-3 (where L-H=2-(pyrrole-2-yl-methylidine)aminophenol (L-H1), 5-bromo-2-(pyrrole-2-yl-methylidine)aminophenol (L-H2) and 5-nitro-2-(pyrrole-2-yl-methylidine)aminophenol (L-H3)). The hybrid materials were characterized on the basis of elemental analyses, TEM, IR, UV-visible, H-1 NMR, and P-31 NMR spectral studies. TEM overview observations revealed well-dispersed spherical nanoparticles of similar to 60nm are formed. Quasireversible redox behavior is observed for Cu-II/Ru-II complexes corresponding to Cu-I/Cu-II and Ru-II/Ru-III couples. All the complexes exhibit blue-green emission as a result of fluorescence from the intraligand (*) emission excited state with good quantum yield. The second-order nonlinear optical (NLO) properties of Cu-II/Ru-II and Cd-II/Ru-II complexes have been investigated by the Kurtz-powder method. The second harmonic generation efficiency of these complexes show that these complexes are NLO active and display good second-order nonlinear optical activity.[GRAPHICS].

  DOI：

  10.1080/00958972.2016.1229475