2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline | 1237540-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline
• 英文别名: 2-(2-chloro-6-fluorophenyl)-1H-imidazolo[4,5-f][1,10]phenanthroline；2-(2-chloro-6-fluorophenyl)-1H-imidazol[4.5-f]-1,10-phenanthroline；(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]-phenanthroline
• CAS: 1237540-56-5
• 化学式: C₁₉H₁₀ClFN₄
• 分子量: 348.767
• InChiKey: FOQXWPBIKPLFAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  copper(II) nitrate trihydrate 、 对苯二甲酸 、 2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline 以 水 为溶剂， 反应 120.0h， 以21%的产率得到
  参考文献：
  名称：

  Synthesis, Structure, and Characterization of a New Cu(II) Coordination Polymer Constructed by 1,10-Phenanthroline Derivative and Dicarboxylate

  摘要：

  A new Cu(II) coordination polymer constructed by 2-(2-ch- loro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (L) and 1,4-benzenedicarboxylate (1,4-BDC), namely, [Cu(L)(1,4-BDC)]center dot 1,4-H2BDC (1), has been synthesized under hydrothermal condition. Compound 1 shows a one-dimensional chain structure. Further, adjacent chains are extended by pi-pi interactions into a 2D supramolecular architecture. The thermal property of 1 was also studied.

  DOI：

  10.1080/15533174.2013.799207

文献信息

• Two New Cd(II) and Co(II) Coordination Polymers Based on a 1,10- Phenanthroline Derivative and Tri- or Tetra-Carboxylates: Syntheses, Structures and Photoluminesce
  作者：Xiu-Yan Wang、Yu He、Fei-Fei Liu

  DOI：10.5560/znb.2012-0029

  日期：2012.5.1

  Two new coordination polymers constructed with the 1,10-phenanthroline derivative 2-(2-chloro- 6-fluorophenyl)-1H-imidazo[4,5-f][1,10]-phenanthroline (L) and different carboxylates, namely, [Cd₂(L)₂(1,3,5-BTC)(Cl)]·H₂O (1) and [Co₂(L)₂(1,2,4,5-BTC)(H₂O)₂] (2), have been synthesized under hydrothermal conditions (1,3,5-BTC = 1,3,5-benzenetricarboxylate anion and 1,2,4,5-BTC = 1,2,4,5-benzenetetracarboxylate anion). Crystal data for 1: C₄₇H₂₅Cd₂Cl₃F₂N₈O₇, triclinic, space group P¯1, a = 10:1084(5), b = 14:9285(7), c = 15:2930(4)Å , α = 72:1050(10), β = 86:160(2), γ = 79:6000(10)°, V = 2159:88(16) °A³, Z = 2. Crystal data for 2: C₂₄H₁₃ClCoFN₄O₅, triclinic, space group P1¯, a = 7:4767(15), b = 10:094(2), c = 14:772(3)Å , α = 91:23(3), β = 100:95(3), γ = 106:57(3)°, V = 1045:8(4) ų, Z = 2. Their crystal structures have been determined by singlecrystal X-ray diffraction analyses, and the compounds further characterized by physico-chemical and spectroscopic methods. In 1, each 1,3,5-BTC anion connects five Cd(II) atoms to form a double chain. These chains are extended into 2D supramolecular networks through μ - μ interactions. N-H...Cl, N - H...O and O - H...N hydrogen bonding interactions further stabilize the network of 1. In 2, each 1,2,4,5-BTC anion bridges four Co(II) atoms to yield a chain. μ-μ interactions among adjacent chains result in a 2D supramolecular architecture.

  由 1,10-菲啰啉衍生物 2-(2-氯-6-氟苯基)-1H-咪唑并[4,5-f][1,10]-菲啰啉 (L) 和不同的羧酸盐构建的两种新型配位聚合物，即 [Cd2(L)2(1,3,5-BTC)(Cl)]-H2O (1) 和 [Co2(L)2(1,2,4,5-BTC)( )2] (2)、5-BTC)(Cl)]- （1）和[Co2(L)2(1,2,4,5-BTC)( )2]（2），它们是在水热条件下合成的（1,3,5-BTC = 1,3,5-苯三甲酸阴离子和 1,2,4,5-BTC=1,2,4,5-苯四甲酸阴离子）。1 的晶体数据：C47H25Cd2Cl3F2N8O7，三菱形，空间群 P¯1，a = 10:1084(5)，b = 14:9285(7)，c = 15:2930(4)埃，α = 72:1050(10)，β = 86:160(2)，γ = 79:6000(10)°，V = 2159:88(16)°A3，Z = 2。2 的晶体数据：C24H13ClCoFN4O5，三linic，空间群 P1¯，a = 7:4767(15)，b = 10:094(2)，c = 14:772(3)埃，α = 91:23(3)，β = 100:95(3)，γ = 106:57(3)°，V = 1045:8(4)埃3，Z = 2。通过单晶 X 射线衍射分析确定了它们的晶体结构，并通过物理化学和光谱方法进一步确定了化合物的特征。在 1 中，每个 1,3,5-BTC 阴离子连接五个镉（II）原子，形成双链。这些链通过 μ - μ 相互作用扩展成二维超分子网络。N-H...Cl, N - H...O 和 O - H...N 氢键相互作用进一步稳定了 1 的网络。在 2 中，每个 1,2,4,5-四氯化碳阴离子连接四个钴（II）原子形成一条链。
• Synthesis, Structure and Characterization of a Novel Two-Dimensional Supramolecular Mn(II) Coordination Polymer Constructed from a 1,10-Phenanthroline Derivative and a Flexible Dicarboxylate
  作者：Zhi-Guo Kong、Xiao-Yuan Ma、Zhan-Lin Xu

  DOI：10.1515/znb-2010-0920

  日期：2010.9.1

  1. Compound 1 exhibits 1D chains which are further stacked by C-H...π interactions to give two-dimensional supramolecular layers. Graphical Abstract Synthesis, Structure and Characterization of a Novel Two-Dimensional Supramolecular Mn(II) Coordination Polymer Constructed from a 1,10-Phenanthroline Derivative and a Flexible Dicarboxylate

  标题络合物，[Mn2(glu)(L)2(HL)2]·0.5H2O（H2glu = 戊二酸，HL = 2-(2-chloro-6-fluorophenyl)-1Himidazo[4,5-f][ 1,10]菲咯啉）已使用水热法合成，并通过元素分析、红外光谱和单晶 X 射线衍射表征。晶体数据：C162H88Cl8F8Mn4N32O9，三斜晶系，空间群 P1¯, a = 14.932(5), b = 16.414(5), c = 17.891(5) Å , α = 115.851(5), β = 88(5), 2 112.894(5)°, V = 3536.4(19) Å3, Z = 1. 化合物 1 显示出一维链，这些链通过 CH...π 相互作用进一步堆叠以提供二维超分子层。由 1,10-菲咯啉衍生物和柔性二羧酸盐构成的新型二维超分子 Mn(II) 配位聚合物的图形摘要合成、结构和表征
• Bis(μ-benzene-1,2-dicarboxylato)bis{aqua[2-(2-chloro-6-fluorophenyl)-1<i>H</i>-imidazo[4,5-<i>f</i>][1,10]phenanthroline]cadmium(II)} and its zinc(II) analogue
  作者：Xiu-Yan Wang、Ming Wang、Xiao-Yuan Ma

  DOI：10.1107/s0108270109044886

  日期：2009.12.15

  In the isomorphous title compounds, [Cd-2(C8H4O4)(2)(C19H10ClFN4)(2)(H2O) 2] and [Zn-2(C8H4O4)(2)(C19H10ClFN4)(2)(H2O)(2)], the Cd-II centre is seven-coordinated by two N atoms from one [2-(2-chloro-6-fluorophenyl)-1H-imidazo[4,5-f][1,10]phenanthroline (L) ligand, one water O atom and four carboxylate O atoms from two different benzene-1,2-dicarboxylate (1,2-bdc) ligands in a distorted pentagonal-bipyramidal coordination, while the Zn-II centre is six-coordinated by two N atoms from one L ligand, one water O atom and three carboxylate O atoms from two different 1,2-bdc ligands in a distorted octahedral coordination. Each pair of adjacent metal centres is bridged by two 1,2-bdc ligands to form a dimeric structure. In the dimer, each L ligand coordinates one metal centre. The dimer is centrosymmetric, with a crystallographic inversion centre midway between the two metal centres. The aromatic interactions lead the dimers to form a two-dimensional supramolecular architecture. Finally, O-H center dot center dot center dot O and N-H center dot center dot center dot O hydrogen bonds reinforce the two-dimensional structures of the two compounds.