2-(4,5-dicarboxy-1H-imidazol-2-yl)-1H-imidazole-4,5-dicarboxylic acid | 1441120-71-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4,5-dicarboxy-1H-imidazol-2-yl)-1H-imidazole-4,5-dicarboxylic acid
• 英文别名: 4,4',5,5'-tetracarboxy-2,2'-biimidazole；1H,1'H-[2,2'-Biimidazole]-4,4',5,5'-tetracarboxylic acid
• CAS: 1441120-71-3
• 化学式: C₁₀H₆N₄O₈
• 分子量: 310.18
• InChiKey: LFYBCRPUHRUFLU-UHFFFAOYSA-N

物化性质

• 沸点：
  997.2±75.0 °C(Predicted)
• 密度：
  2.096±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  207
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-(4,5-dicarboxy-1H-imidazol-2-yl)-1H-imidazole-4,5-dicarboxylic acid 、 水 、 calcium chloride 在 sodium hydroxide 作用下， 反应 72.0h， 以10%的产率得到
  参考文献：
  名称：

  Syntheses, crystal structures and properties of metal complexes with 4,4′,5,5′-tetracarboxyl-2,2′-biimidazole

  摘要：

  Three novel coordination polymers have been synthesized via hydrothermal reactions at different temperatures, namely [Cu-2(H(2)tcbi)(H2O)(4)] (1), [Cd-3(H(3)tcbi)(2)(H2O)(6)]center dot 2H(2)O (2) and [Ca(H(4)tcbi)(H2O)(2)] (3) (H(6)tcbi = 4,4',5,5'-tetracarboxyl-2,2'-biimidazole). This is the first report on complexes of the H(n)tcbi ligand. Single crystal X-ray analyses reveal that they have rich structural chemistry, ranging from one-dimensional (1), to two-dimensional (2 and 3). Three different coordination modes of the H(6)tcbi ligand, mu(2), mu(3) and mu(4), have been observed. The coordination geometries of the metal sites vary from five-coordinate square pyramidal, six-coordinate octahedral to seven-coordinate pentagonal bipyramidal. The H(6)tcbi ligand in complexes 1, 2 and 3 is tetra-deprotonated to H(2)tcbi(4-), tri-deprotonated to H(3)tcbi(3-) and bi-deprotonated to H(4)tcbi(2-), and coordinates to the metal ions as a tetradentate, pentadentate and pentadentate ligand respectively, resulting in the formation of 1D, 2D and 2D coordination polymers. Photoluminscent investigation of complexes 2 and 3 shows intense blue and green fluorescent emissions respectively. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.04.030

文献信息

• A novel lanthanide-organic wave-like network with 1H-Imidazole-4,5-Dicarboxylate and oxalate: Structure, photoluminescence, and magnetic properties
  作者：L. Liu、J. Liu、X. Feng、S. Yang、L. Y. Wang

  DOI：10.1134/s1070328414040058

  日期：2014.5

  The solvothermal reaction of lanthanide nitrate and H(4)Diida ligand (H(4)Diida = 2-(4,5-dicarboxy-1H-imidazol-2-yl)-1H-imidazole-4,5-dicarboxylic acid) in the presence of ammonium oxalate results in a new three-dimensional (3D) lanthanide-organic framework, namely, [Pr(Ida)(mu(2)-C2O4)(0.5)(H2O)(2)] center dot H2O} (n) (H(2)Ida = 1H-imidazole-4,5-dicarboxylic acid). H(4)Diida ligand can be in situ into Ida(2-) ions under the conditions, as unequivocally proved by these similar situations occurred in other systems. Single crystal X-ray diffraction analysis reveals the formation of a novel wave-like structure. It crystallizes in the monoclinic system, space group of P2(1)/c. The polymer is built from two kinds of parallel alternately 1D infinite chain through the carboxylate double-linking adjacent Pr3+ cations, forming an extended 2D bilayer-like structure along the yz plane. Moreover, the polymer further stacks via weak interactions to generate a 3D supramolecular framework. The photoluminescence and magnetic properties for the polymer were also investigated and discussed.