sym-bis(benzimidazole)-2,2'-ethylene hydrochloride | 856636-34-5

• 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: sym-bis(benzimidazole)-2,2'-ethylene hydrochloride
• 英文别名: 1,2-bis(2-benzimidazolyl)ethane hydrochloride
• CAS: 856636-34-5
• 化学式: C₁₆H₁₄N₄*ClH
• 分子量: 298.775
• InChiKey: BYPXBKOEPQBDOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57.36
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  sym-bis(benzimidazole)-2,2'-ethylene hydrochloride 在 磷酸 作用下， 以 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  在水存在下异常固化并与苯并咪唑阳离子发生磷酸盐结合†

  摘要：

  双（苯并咪唑酮鎓）烷烃阳离子与磷酸根离子在水性介质中的反应导致形成含水量高达99％的固体物质。光学显微镜显示这是由纤维晶体网络的形成引起的。晶体结构的确定表明，这是由于磷酸根阴离子之间的氢键相互作用与苯并咪唑阳离子之间的堆积相互作用的方向一致而引起的。电位滴定表明在pH 50％含水醇溶液的是磷酸盐结合到苯并咪唑的阳离子<7上二铵阳离子类似的研究只显示在pH结合> 7.有人认为，这是相匹配的p的重要性的反射ķ一个氢键供体和受体的值。在良好匹配的情况下，氢键供体可成功与阴离子竞争水。

  DOI：

  10.1039/c2nj20897k
• 作为产物：
  描述：

  1,2-bis(2-benzimidazolyl)ethane 在 盐酸 作用下， 以 水 为溶剂， 生成 sym-bis(benzimidazole)-2,2'-ethylene hydrochloride
  参考文献：
  名称：

  Supramolecular interactions of bisbenzimidazolyl derivatives with cucurbit[7]uril, potential axle molecules bearing a novel fluorescent signal response

  摘要：

  The supramolecular properties of cucurbit[7]uril and 1,omega-bisbenzimidazolyl derivatives have been studied by H-1 NMR, fluorescence emission spectroscopy, and X-ray single crystal analysis. The distinctly fluorescent response behaviors indicated that the benzimidazole moiety here not only acts as the optical signaling unit for the pseudorotaxane system, but also behaves as a proton acceptor during the host-guest complexation. Furthermore, the fluorescent signals intensity could be adjusted by varying the alkylene spacer between the two benzimidazole moieties. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.031

文献信息

• Molecular bricklaying: the protonated benzimidazole moiety as a synthon for crystal engineering
  作者：Craig J. Matthews、Vanessa Broughton、Gérald Bernardinelli、Xavier Melich、Guy Brand、Anthony C. Willis、Alan F. Williams

  DOI：10.1039/b207073a

  日期：2003.1.20

  The crystal structures of three salts of diprotonated 1,2-bis(1H-benzimidazol-2-yl)ethane, 1, with tetrahalogenometallates are reported. The crystal lattices are constructed from two types of interactions, the stacking of the protonated benzimidazole groups and N–H⋯Cl hydrogen bonding between the cations and the complex anions. Depending on the conformation of the cation, two- or three-dimensionally

  报道了二质子化的1,2-双（1 H-苯并咪唑-2-基）乙烷1与四卤代金属盐的晶体结构。晶格是由两种类型的相互作用构成的：质子化的堆叠苯并咪唑 基与NH 3 Cl之间的氢键之间 阳离子和复杂的阴离子。取决于构型阳离子形成二维或三维堆叠结构。在相关的包装中发现了类似的包装图案阳离子 由...组成 1,3-双（1 H-苯并咪唑-2-基）丙烷，2，这表明质子化苯并咪唑 该基团对于晶体工程可能是有用的合成子。
• Complexation of sym-bis(benzimidazole)-2,2′-ethylene salts with cucurbit[6]uril derivatives: A potential axle molecule for pseudorotaxanes
  作者：Jun-Ming Yi、Xin-Long Ni、Xin Xiao、Li-Bing Lu、Sai-Feng Xue、Qian-Jiang Zhu、Zhu Tao

  DOI：10.1016/j.cclet.2013.03.023

  日期：2013.5

  -bis(benzimidazole)-2,2′-ethylene cations act as a new axle template for threading cucurbit[6]uril derivatives on, forming [2] pseudo rotaxane and [3] pseudo rotaxane. These new complexes have been studied using 1 H NMR, UV–vis absorption spectroscopy and X-ray analysis. Changes in the 1 H NMR spectra indicate that the two types of pseudo rotaxane can be formed by varying the host concentration. UV–vis absorption

  摘要Sym-双（苯并咪唑）-2,2'-亚乙基阳离子充当葫芦[6] uril衍生物穿线的新轴模板，形成了[2]假轮烷和[3]假轮烷。这些新的配合物已使用1 H NMR，UV-vis吸收光谱法和X射线分析进行了研究。1 H NMR光谱的变化表明，可以通过改变主体浓度来形成两种类型的假轮烷。在不同pH值下的紫外可见吸收滴定实验表明，宿主-客体的络合可以诱导双苯并咪唑衍生物的有趣的P a移位。对于[2]个假轮烷和[3]个假轮烷，相关常数经计算分别为2.81×10 4 L / mol和9.06×10 6 L / mol。此外，
• Binding interactions of bisbenzimidazolyl derivatives with cyclohexanocucurbit[6]uril
  作者：Li-Mei Zheng、Kun Zhang、Rui-Lian Lin、Xiang-Feng Chu、Jing-Xin Liu

  DOI：10.1007/s10847-019-00957-z

  日期：2020.2

  Interestingly, the encapsulation and release of the guests can be controlled through the pH values of the solution. ITC data show that the binding process of host Cy6Q[6] with gusts 1 – 3 is driven by enthalpy, which benefits from hydrophobic effects and host–guest interactions. X-ray diffraction analysis provide unambiguous evidence that the benzoimidazole group of the guests 1 and 2 can be encapsulated into the

  摘要 环己葫芦[6]脲（Cy6Q[6]）主体与三个1,w-双苯并咪唑基衍生物（客体1-3，不同长度的烷基链作为连接体）的结合特性已通过1 H NMR光谱和等温分析。水溶液中的滴定量热法 (ITC) 和固态的 X 射线晶体学。1 H NMR 光谱表明，所有客体都可以与位于苯并咪唑基团上的 Cy6Q[6] 大环化合物形成 1:1 和 1:2 的包合物。实际的结合比率或模式取决于宿主的数量。有趣的是，客体的包封和释放可以通过溶液的 pH 值来控制。ITC 数据显示宿主 Cy6Q[6] 与阵风 1-3 的结合过程是由焓驱动的，这受益于疏水效应和宿主 - 客体相互作用。X 射线衍射分析提供了明确的证据，表明客体 1 和客体 2 的苯并咪唑基团可以封装到 Cy6Q[6] 腔中，形成 1:1 的主客体包合物。这些1:1二元包合物的形成归因于离子-偶极相互作用、范德华相互作用、C-H···π相互作用和氢键相互作用的协同作用。图形摘要
• Syntheses and Crystal Structures of Three Cu(II) Complexes Based on 2,2′-(ethane-1,2-diyl)bis(1<i>H</i>-imidazole-4, 5-dicarboxylic Acid)
  作者：Lei Zhao、Zhiwu Wang、Dong Zhao、Xiangru Meng

  DOI：10.1080/15533174.2013.769586

  日期：2014.2.7

  Three new complexes, [Cu(H(4)ebidc)(H2O)(2)] (1), [CuCl(H(5)edidc)]center dot 1/2(bbe)center dot CH3OH (2) and [CuBr(H(5)edidc)]center dot 1/2(bbe)center dot CH3OH (3) (H(6)ebidc = 2,2 '-(ethane-1,2-diyl)bis(1H-imidazole-4,5-dicarboxylic acid) bbe = 1,2-bis(2-benzimidazolyl) ethane), have been synthesized and characterized by elemental analysis, IR, and single-crystal X-ray diffraction. The results show that all of the complexes possess mononuclear structure and each tetradentate ligand coordinates to Cu(II) ion in chelating fashion. Their 3D structures are packed through the hydrogen bonds in the solid state. Moreover, their fluorescent properties have been investigated at room temperature.
• Spectroscopic, luminescence, electrochemical and antimicrobial studies of lanthanide complexes of bis-benzimidazole derived ligands
  作者：Zafar A. Siddiqi、Anjuli M. Shahid、Mohd. Khalid、Prashant K. Sharma、Armeen Siddique

  DOI：10.1016/j.molstruc.2012.12.062

  日期：2013.4

  The lanthanide complexes of [1,2-bis(benzimidazole-2-yl)ethane dihydrochloride], L-1.2HCl and [1,4-bis(benzimidazole-2-onium)butane dihydrochloride], L-2.2HCl having molecular formulae [Ln(L-1)(2)Cl3H2O] and [Ln(L-2)(2)Cl3H2O]center dot 2H(2)O (Ln = La3+, Pr3+, Nd3+ and Gd3+, respectively, were prepared and characterized through IR, H-1 and C-13 NMR, ESI-mass, UV-visible and luminescence spectroscopic techniques. TGA data suggested presence of the coordinated and the lattice water. The oscillator strengths of the f-f transitions and the covalency parameters (beta, b(1/2) and delta) have been evaluated from the electronic spectral data. The proposed octa coordinate geometry for the complexes has been ascertained from the molecular model computations. CV studies indicate formation of stable quasi-reversible redox couples Pe(III/IV), Nd-III/IV, and Gd-III/IV in solution. The in vitro antimicrobial activities of the complexes have been evaluated against gram +ve and gram -ve bacteria and fungi. (C) 2013 Elsevier B.V. All rights reserved.