1,1'-(1,3-propane)bis(2-methylbenzimidazole) | 1395791-57-7

• 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: 1,1'-(1,3-propane)bis(2-methylbenzimidazole)
• 英文别名: 1,1'-(1,3-Propanediyl)bis(2-methylbenzimidazole)；2-methyl-1-[3-(2-methylbenzimidazol-1-yl)propyl]benzimidazole
• CAS: 1395791-57-7
• 化学式: C₁₉H₂₀N₄
• 分子量: 304.395
• InChiKey: GERLAUAABWBNSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  zinc(II) nitrate hexahydrate 、 5-甲基间苯二酸 、 1,1'-(1,3-propane)bis(2-methylbenzimidazole) 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 72.0h， 以52%的产率得到[Zn(1,1'-(1,3-propane)bis-(2-methylbenzimidazole))(5-methylisophthalic acid-H2)]n
  参考文献：
  名称：

  Self-assembly of three d10 metal coordination polymers based on a flexible bis(2-methylbenzimidazole) and dicarboxylate co-ligands

  摘要：

  Hydrothermal self-assembly of zinc nitrate with 1,1'-(1,3-propane)bis-(2-methylbenzimidazole) (pbmb) and different dicarboxylic acid ligands gave rise to three new coordination polymers [Zn(pbmb)(hmph)](n) (1), {[Zn-2(pbmb)(chdc)(2)]center dot 0.5H(2)O}(n) (2), [Zn(pbmb)(mip)](n) (3) (H(2)hmph = homophthalic acid, H(2)chdc = 1,4-cyclohexanedicarboxylic acid and H(2)mip = 5-methylisophthalic acid). Both complexes 1 and 3 possess 2D {6(3)} framework and further extend into 3D supramolecular network via C-H center dot center dot center dot O hydrogen bonding or pi-pi stack interactions. While 2 is a 1D double loop-like chain structure, which arranged into a 2D network through C-H center dot center dot center dot O hydrogen bonding interactions. Three compounds all exhibit strong photoluminescence at room temperature in solid state and may be good candidates for potential luminescence materials. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2014.04.037
• 作为产物：
  描述：

  硝基乙烷 、 1,3-bis<(o-aminophenyl)amino>propane 在 四磷十氧化物 、 水 作用下， 以88%的产率得到1,1'-(1,3-propane)bis(2-methylbenzimidazole)
  参考文献：
  名称：

  Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes

  摘要：

  PPA诱导的极性反转触发了对未活化苯胺与硝基烷烃的高效亲核加成，生成苯并噁唑和苯并咪唑。

  DOI：

  10.1039/c5ob00131e

文献信息

• In situ construction of four copper(I) cyanide coordination polymers: crystal structures, fluorescence and catalytic properties
  作者：Xu Zhang、Gui Ying Dong、BaoYi Yu、Kristof Van Hecke、Guang Hua Cui

  DOI：10.1007/s11243-015-9987-1

  日期：2015.11

  Four Cu(I) cyanide coordination polymers, namely [Cu(L1)(CN)] n (1), [Cu2(L2)(CN)2] n (2), [Cu2(L3)(CN)2] n (3) and [Cu2(L4)(CN)2] n (4) (L1 = 4,4′-bis(1,2,4-triazolyl-1-yl)-biphenyl, L2 = 1,4-bis(5,6-dimethylbenzimidazole)butane, L3 = 1,3-bis(2-methylbenzimidazole)propane, L4 = 1,5-bis(5,6-dimethylbenzimidazole)pentane), were synthesized and structurally characterized by X-ray single-crystal diffraction. The cyanide anions in these complexes were generated in situ by cleavage of the C–C bond of acetonitrile under hydrothermal conditions. Complex 1 possesses a 1D infinite ladder-like chain structure, while complexes 2, 3 and 4 exhibit similar 2D (6,3) networks. Both 3 and 4 are further extended into 3D supramolecular frameworks by C–H···π stacking interactions. The fluorescence properties of the complexes and their catalytic activities for the degradation of Congo red azo dye in a Fenton-like process were investigated.

  合成了四种Cu(I)氰化物配位聚合物，即[Cu(L1)(CN)] n (1)、[Cu2(L2)(CN)2] n (2)、[Cu2(L3)(CN)2] n (3)和[Cu2(L4)(CN)2] n (4)（其中L1 = 4,4′-双(1,2,4-三唑基-1-基)联苯，L2 = 1,4-双(5,6-二甲基苯并咪唑)丁烷，L3 = 1,3-双(2-甲基苯并咪唑)丙烷，L4 = 1,5-双(5,6-二甲基苯并咪唑)戊烷），并通过X射线单晶衍射进行了结构表征。这些复合物中的氰离子是在水热条件下通过乙腈C–C键的断裂原位生成的。复合物1具有一维无限梯状链结构，而复合物2、3和4则展现出类似的二维(6,3)网络。复合物3和4进一步通过C–H···π堆积相互作用扩展为三维超分子框架。研究了这些复合物的荧光特性及其在类芬顿反应中对刚果红偶氮染料降解的催化活性。
• Self-assembly of Two Cobalt(II) Coordination Polymers Derived from Tetrabromoterephthalate and Flexible Bis(Benzimidazole) Co-ligands
  作者：Ju-Meng Hu、Yong-Guang Liu、Kristof Van Hecke、Guang-Hua Cui、Li-Hua Han

  DOI：10.1002/zaac.201500101

  日期：2015.6

  Two new cobalt(II) coordination polymers, [Co(L1)(tbta)]0.8H(2)O}(n) (1) and [Co(L2)(tbta)]H2O}(n) (2) [L1 = 1,1-(1,3-propanediyl)bis(2-methylbenzimidazole), L2 = 1,2-bis(2-methylbenzimidazole-1-ylmethyl)benzene, H(2)tbta = tetrabromoterephthalic acid] were obtained under hydrothermal conditions and structurally characterized by single-crystal X-ray diffraction methods, IR spectroscopy, TGA, and

  两种新的钴 (II) 配位聚合物，[Co(L1)(tbta)]0.8H(2)O}(n) (1) 和 [Co(L2)(tbta)] }(n) (2) ) [L1 = 1,1-(1,3-丙二基)双(2-甲基苯并咪唑), L2 = 1,2-双(2-甲基苯并咪唑-1-基甲基)苯, H(2)tbta = 四溴对苯二甲酸]在水热条件下获得，并通过单晶 X 射线衍射方法、红外光谱、TGA 和元素分析进行​​结构表征。钴原子在 1 和 2 中呈现出类似四面体排列的环境。这两个配合物显示出具有 sql 拓扑结构的 2D (4,4) 配位网络。化合物2通过弱的C-H2O氢键相互作用进一步扩展为稀有的3,3,4T3三维超分子骨架。
• Ni(II) Coordination Polymers Constructed from the Flexible Tetracarboxylic Acid and Different N-Donor Ligands: Structural Diversity and Catalytic Activity
  作者：Lu Liu、Chao Huang、Xiaonan Xue、Ming Li、Hongwei Hou、Yaoting Fan

  DOI：10.1021/acs.cgd.5b00757

  日期：2015.9.2

  the manufacture of the biaryl compounds, seven Ni(II) complexes, namely, [Ni(L)0.5(bpa)(H2O)]·2H2O}n (1), [Ni2(L)(dpp)2(H2O)]·4H2O}n (2), [Ni(L)0.5(pbmb)(H2O)]·H2O}n (3), [Ni2(L)(bmp)2(H2O)]·7H2O}n (4), [Ni(L)0.5(pbib)1.5]·2H2O}n (5), [Ni2(L)(pbib)1.5]·3H2O}n (6), and [Ni(L)0.5(beb)2(H2O)]n (7) (bpa = 1,2-bis(4-pyridyl)ethane, dpp = 1,3-di(4-pyridyl)propane, pbmb = 1,1′-(1,3-propane)bis(2-methylbenzimidazole)

  为了研究配合物条件对联芳基化合物制造的影响，我们开发了七个Ni（II）配合物，即[Ni（L）0.5（bpa）（H 2 O）]·2H 2 O} n（1），[Ni 2（L）（dpp）2（H 2 O）]·4H 2 O} n（2），[Ni（L）0.5（pbmb）（H 2 O）]·H 2 O } n（3），[Ni 2（L）（bmp）2（H 2 O）]·7H 2 O} n（4），[Ni（L）0.5（pbib）1.5 ]·2H 2 O} n（5），[Ni 2（L）（pbib）1.5 ]·3H 2 O} n（6）和[Ni（L）0.5（beb）2（ H 2 O）] n（7）（bpa = 1,2-双（4-吡啶基）乙烷，dpp = 1,3-二（4-吡啶基）丙烷，pbmb = 1,1'-（1,3-丙烷）双（2-甲基苯并咪唑），bmp = 1,5-双（2-甲基苯并咪唑）戊烷，pbib = 1,4-双（咪唑-1-基甲基）苯，beb
• Crystal structures and luminescence properties of a one-dimensional cadmium coordination polymer derived from a flexible bis(imidazole) ligand
  作者：X. Zhang、Y. G. Liu、G. H. Cui

  DOI：10.1134/s0022476616050267

  日期：2016.9

  A new Cd(II) coordination polymer, namely [Cd(pbmb)(mip)]n (pbmb = 1,1′-(1,3-propane)bis-(2-methylbenzimidazole), H2mip = 5-methylisophthalic acid), is hydrothermally synthesized and characterized by elemental analyses, infrared spectroscopy and single crystal X-ray diffraction analyses. It crystallizes in the triclinic space group $$P\overline 1 $$P1¯, a = 0.2883(11), b = 11.3409(12), c = 13.2519(14)

  一种新的Cd(II)配位聚合物，即[Cd(pbmb)(mip)]n (pbmb = 1,1'-(1,3-丙烷)bis-(2-methylbenzimidazole), H2mip = 5-methylisophthalic acid) , 是水热合成的，并通过元素分析、红外光谱和单晶 X 射线衍射分析进行表征。它在三斜空间群 $$P\overline 1 $$P1¯ 中结晶，a = 0.2883(11), b = 11.3409(12), c = 13.2519(14) Å, α = 69.6950(10)°, β = 73.5850(10)°，γ = 63.8100(10)°，V = 1285.8(2) Å3，Z = 2，C28H28CdN4O5，Mr = 612.94，Dc = = 1.583 g/cm3，μ = 0.89 在复合物中，相邻的双核单元 [Cd2(pbmb)2] 被 μ2-η2、η1
• Construction of six coordination networks based on a flexible bis(methylbenzimidazole) ligand and isomeric benzenedicarboxylates
  作者：Lu Liu、Xiaoli Li、Chunying Xu、Gang Han、Ying Zhao、Hongwei Hou、Yaoting Fan

  DOI：10.1016/j.ica.2012.04.043

  日期：2012.8

  To explore the influence of isomeric benzenedicarboxylates on the self-assembly of coordination frameworks, six mixed-ligands Zn(II)/Co(II) coordination complexes, [Zn(pbmb)(1,4-bdc)](n) (1), [Co(pbmb)(1,4-bdc)] center dot 1.5H2O}(n) (2), [M(pbmb)(1,3-bdc)](n) [M = Zn (3) or Co (4)], and [M(pbmb)(1,2-bdc)](n) [M = Zn (5) or Co (6)] (pbmb = 1,10-(1,3-propane) bis-(2-methylbenzimidazole), 1,2-bdc = 1,2-benzenedicarboxylic acid, 1,3-bdc = 1,3-benzenedicarboxylic acid, and 1,4-bdc = 1,4-benzenedicarboxylic acid), have been obtained and structurally characterized. Structural analyses reveal that complexes 1 and 2 display2D(4, 4) networks, of which complex 1 contains left-and right-handed helical chains arranged alternately and 2 owns a well-known paddle-wheel binuclear clusters. Complexes 3 and 4 feature 2D networks with 6(3) topologies, and complexes 5 and 6 exhibit 1D double-chain structures. Additionally, complexes 1-6 present high thermal stabilities, as well as 1, 3, and 5 show different photoluminescence behaviors in the solid state. (C) 2012 Elsevier B.V. All rights reserved.