1,4-bis(2-methylbenzimidazol-1-yl)butane | 1059536-93-4

• 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: 1,4-bis(2-methylbenzimidazol-1-yl)butane
• 英文别名: 1,1'-(1,4-butanediyl)bis(2-methylbenzimidazole)；1,1′-(1,4-butanediyl)bis(2-methylbenzimidazole)；2-methyl-1-[4-(2-methylbenzimidazol-1-yl)butyl]benzimidazole
• CAS: 1059536-93-4
• 化学式: C₂₀H₂₂N₄
• 分子量: 318.421
• InChiKey: QMAOVTORJDGQRE-UHFFFAOYSA-N

物化性质

• 沸点：
  560.7±33.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  aqueous cadmium chloride 、 1,4-bis(2-methylbenzimidazol-1-yl)butane 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 72.0h， 以51%的产率得到[CdCl₂(bbim)]_n
  参考文献：
  名称：

  Syntheses, crystal structures and luminescent properties of six new d10 transitional metal coordination polymers based on bis(benzimidazole) ligands

  摘要：

  Six new coordination polymers, [CdCl2(bbim)](n) (1), [ZnCl2(bbbm)]n (2), [ZnCl(HCOO)(bbbm)](n) (3), [Cd(PhCOO)(2)(bbim)](n) (4), [Cd(PhCOO)(2)(bbbm)](n) (5), and {[Zn(ip-OH)(bbim)]center dot DMF}(n) (6) [bbim = 1,1 '-(1,4-butanediy1)bis(2-methylbenzimidazole), bbbm = 1,1'-(1,4-butanediy1)bis(benzimidazole), H(2)ip-OH = 5-hydroxylisophthalic acid], have been prepared and characterized by elemental analysis, infrared spectra and X-ray single-crystal diffraction. Complexes 1-5 have one-dimensional (1D) chain structures. Complexes 1,3 and 4 possess similar 1D meso-helical chain structures, which are extended into 2D or 3D supramolecular network through intermolecular hydrogen-bonding, C-H center dot center dot center dot pi and pi center dot center dot center dot interactions. Complexes 2 and 5 exhibit similar 1D infinite helical chains. The ID chains further form a three-dimensional (3D) supramolecular structure through intermolecular hydrogen-bonding and pi center dot center dot center dot pi interactions in 2, but form a 2D supramolecular layer via C-H center dot center dot center dot pi interactions in 5. Complex 6 possesses a 2D4(4)-sql network. Furthermore, luminescent properties and thermal stabilities of 1-6 were also investigated. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.08.002
• 作为产物：
  描述：

  1,4-二溴丁烷 、 2-甲基苯并咪唑 在 sodium hydroxide 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 10.0h， 以85%的产率得到1,4-bis(2-methylbenzimidazol-1-yl)butane
  参考文献：
  名称：

  含有柔性双（苯并咪唑）配体的金属-有机骨架

  摘要：

  由三种结构相关的柔性双（苯并咪唑）配体、1,1'-（1,4-丁二基）双（2-甲基苯并咪唑）（L1）、1,1'-（1,4-丁二基）双构建的十一种配位聚合物(2-乙基苯并咪唑) (L2) 和 1,1'-(1,4-丁二基)双(2-苄基苯并咪唑) (L3) 已合成：[Zn(cin)2(L1)]·H2O (1 ), [Zn(cin)2(L2)] (2), [Cd(cin)2(L1)]·H2O (3), [Cd(cin)2(L2)] (4), [Ag(MES) )(L1)0.5] (5), [Ag(MES)(L2)0.5]·H2O (6), [Zn(adi)(L1)]·H2O (7), [Zn(adi)(L2)0.5 ] (8), [Cd(adi)(L1)]·2H2O (9), [Cd(adi)(L2)] (10), 和 [Cd(adi)(L3)]·2H2O (11), 其中cin = 肉桂酸阴离子，MES

  DOI：

  10.1002/ejic.200700833

文献信息

• Benzimidazoles and benzoxazoles via the nucleophilic addition of anilines to nitroalkanes
  作者：Alexander V. Aksenov、Alexander N. Smirnov、Nicolai A. Aksenov、Asiyat S. Bijieva、Inna V. Aksenova、Michael Rubin

  DOI：10.1039/c5ob00131e

  日期：——

  PPA-induced umpolung triggers efficient nucleophilic addition of unactivated anilines to nitroalkanes to afford benzoxazoles and benzimidazoles.

  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。
• A new three-dimensional bis(benzimidazole)-based cadmium(II) coordination polymer
  作者：Shao Yun Hao、Suo Xia Hou、Zeng Chuan Hao、Guang Hua Cui

  DOI：10.1016/j.saa.2017.08.073

  日期：2018.1

  A new coordination polymer (CP), formulated as [Cd(L)(DCTP)]n (1) (L = 1,1′-(1,4-butanediyl)bis(2-methylbenzimidazole), H2DCTP = 2,5-dichloroterephthalic acid), was synthesized under hydrothermal conditions and the performance as luminescent probe was also investigated. Single-crystal X-ray diffraction reveals CP 1 is a 3D 3-fold interpenetrated dia network with large well-defined pores. It is found

  新型配位聚合物（CP），配制成[Cd（L）（DCTP）] n（1）（L = 1,1'-（1,4-丁二基）双（2-甲基苯并咪唑），H 2 DCTP = 2 （5-二氯对苯二甲酸）在水热条件下合成，并研究了其发光探针的性能。单晶X射线衍射显示CP 1是3D 3倍互穿的dia网络，具有大的明确的孔。结果发现，CP 1对乙腈溶液中的Fe 3 +离子具有高灵敏度的发光感应，猝灭效率为K SV  = 2541.238 L·mol -1低检测限为3.2μM（S / N = 3）。此外，在135min后1对亚甲基蓝的光催化效率可以达到82.8％。因此，该配位聚合物可以看作是选择性检测Fe 3 +离子并有效降解染料的多功能材料。
• A series of silver coordination polymers constructed from flexible bis(benzimidazole) ligands and different carboxylates
  作者：Xiao-Li Lü、Hua Wu、Jian-Fang Ma、Jin Yang

  DOI：10.1016/j.poly.2011.03.014

  日期：2011.5

  neighboring silver centers to form 1D single chain structures. The carboxylate anions are attached on both sides of the chains. Moreover, 1 and 3 are extended into 2D layers, while 2 and 6 are extended into 3D frameworks through π–π interactions. In 4, the bbmb ligands bridge adjacent Ag(I) centers to form –Ag–bbmb–Ag– chains, which are further connected by L4 anions to form a 2D layer. The resulting layers

  摘要本文研究了由两个结构相关的配体1,1'-（1,4-丁二基）双（2-甲基苯并咪唑）（bbmb）和1,1'-（1,4-丁二基）构成的八种新型银配位聚合物）双（2-乙基苯并咪唑）（bbeb），已合成：[Ag（L1）（bbmb）]·C2H5OH·H2O（1），[Ag（L2）（bbmb）]·C2H5OH（2），[Ag（ L3）（bbmb）]（3），[Ag2（L4）（bbmb）2]·C2H5OH（4），[Ag（L2）（bbeb）]·C2H5OH（5），[Ag（L5）（bbeb）] ·CH3OH（6），[Ag2（L6）2（bbeb）]· （7）和[Ag2（L7）（bbeb）2]·4（ ）（8），其中L1 =苯甲酸酯阴离子，L2 =对甲氧基苯甲酸酯阴离子，L3 = 2-氨基苯甲酸酯阴离子，L4 =​​草酸酯阴离子，L5 =肉桂酸酯阴离子，L6 = 3-氨基苯甲酸酯阴离子，L7 =富马酸阴离子。
• Synthesis and characterization of three co-crystals of bis(benzimidazole) derivatives with aromatic dicarboxylic acids
  作者：Shang-Zhuo Wu、Qiang Yu、Yue-Hua Li、Guang-Hua Cui

  DOI：10.1007/s11164-020-04300-x

  日期：2021.2

  flexible bis(benzimidazole) derivatives (1,6-bis(2-methylbenzimidazol-1-yl)hexane (L1), 1,2-bis(2-methylbenzimidazol-1-ylmethyl)benzene (L2), 1,4-bis(2-methylbenzimidazol-1-yl)butane (L3)), three co-crystals [(H2L1)2+·2(Hnip)−·H2O] (1), [(L2)·(H2ndc)] (2) and [(H2L3)2+·(tbta)2−] (3) were synthesized hydrothermally. Single-crystal X-ray diffraction, elemental analysis and IR spectra are employed to characterize

  三种芳香族羧酸（5-硝基间苯二甲酸（H 2 nip），2,6-萘二甲酸（H 2 ndc），四溴对苯二甲酸（H 2 tbta））和柔性双（苯并咪唑）衍生物（1,6-bis （2-甲基苯并咪唑-1-基）己烷（L1），1,2-双（2-甲基苯并咪唑-1-基甲基）苯（L2），1,4-双（2-甲基苯并咪唑-1-基）丁烷（L3 ）），三个共晶体[（H 2 L1）2 + ·2（Hnip）- ·H 2 O]（1），[（L2）·（H 2 ndc）]（2）和[（H 2 L3 ）2 + ·（tbta）2− ]（3）是水热合成的。单晶X射线衍射，元素分析和IR光谱来表征1，2和3。所述2D指纹图和的Hirshfeld面1，2和3表明，对于在三维超分子网络1是由N-H ... O，O - H···O，C-H··O氢键键和产生π -π相互作用，2的二维薄板是由O–H···N氢键和π–π相互作用产生的，而C–H···O氢
• Synthesis and characterization of copper(II) and nickel(II) coordination polymers containing 2,6-naphthalenedicarboxylate and bis(benzimidazole) ligands
  作者：Gui Ying Dong、Yan Qin Zhao、Zeng Chuan Hao、Xiao Xiao Wang

  DOI：10.1007/s11243-016-0020-0

  日期：2016.4

  thermogravimetric analysis, and elemental analysis. Complex 1 features a 2D 3-connected hcb network with 63 topology, which is further extended into a 3D supramolecular framework by O–H···O hydrogen bonding interactions. Complex 2 possesses a 3D threefold interpenetrating (4,5)-connected xah topological network, and its Schläfli symbol is (42.62.82)(46.64). Both complexes exhibit intense luminescence emissions

  两种配位聚合物，即 [Ni(L1)-(ndc)(H2O)]n (1) 和 [Cu(L2)0.5(ndc)]n (2) (L1 = 1,3-bis(2-methylbenzimidazol- 1-基甲基）苯、L2 = 1,4-双（2-甲基苯并咪唑）丁烷、H2ndc = 2,6-萘二甲酸）已被合成并通过单晶和粉末 X 射线衍射、红外光谱、热重分析表征, 元素分析。复合物 1 具有 2D 3-connected hcb 网络，具有 63 个拓扑结构，通过 O–H···O 氢键相互作用进一步扩展为 3D 超分子框架。复合体 2 拥有一个 3D 三重互穿 (4,5)-连接的 xah 拓扑网络，其 Schläfli 符号为 (42.62.82)(46.64)。