1,1'-(1,5-pentamethylene)bis-1H-benzimidazole | 39677-04-8

• 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'-(1,5-pentamethylene)bis-1H-benzimidazole
• 英文别名: (1,1'-pentane-1,4-diyl)bis(1H-benzimidazole)；1,1'-(1,5-pentanediyl)bis-1H-benzimidazole；1,1'-(1,5-pentanediyl)bis[benzimidazole]；1,5-bis(1H-benzimidazolyl)pentane；1,5-bis(benzimidazole)pentane；1H,1'H-1,1'-pentane-1,5-diyl-bis-benzoimidazole；1,5-Bis(1-benzimidazolyl)pentane；1-[5-(benzimidazol-1-yl)pentyl]benzimidazole
• CAS: 39677-04-8
• 化学式: C₁₉H₂₀N₄
• 分子量: 304.395
• InChiKey: CKYPOCHCEYVCIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  23
• 可旋转键数：
  6
• 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：

  1,1'-(1,5-pentamethylene)bis-1H-benzimidazole 在 copper diacetate 、 palladium diacetate 、 potassium carbonate 作用下， 反应 14.0h， 以31%的产率得到7,8,9,10-tetrahydro-6H-benzimidazo[2',1':3,4][1,4]diazonino[1,2-a]benzimidazole
  参考文献：
  名称：

  基于C ？的多环含咪唑N-杂环的设计与合成 H活化/环化反应

  摘要：

  基于两种通用的合成方法，即通过CH / CHal和CH / CH偶联反应，Pd（II）催化的分子内芳基化反应，开发了一种合成多环咪唑N-杂环的新策略。本文提出的方法能够合成许多含有嘌呤，1-去氮杂嘌呤和苯并咪唑结构单元的稠合N-杂环。

  DOI：

  10.1002/adsc.201200221
• 作为产物：
  描述：

  苯并咪唑 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 1,1'-(1,5-pentamethylene)bis-1H-benzimidazole
  参考文献：
  名称：

  Synthesis, characterization and tyrosinase inhibitory properties of benzimidazole derivatives

  摘要：

  DOI：

  10.1134/s1068162014040049

文献信息

• Acridine-based macrocyclic fluorescent sensors: self-assembly behavior characterized by crystal structures and a tunable bathochromic-shift in emission induced by H2PO4−via adjusting the ring size and rigidity
  作者：Dawei Zhang、Xiaozhi Jiang、Haiqiang Yang、Alexandre Martinez、Meiyuan Feng、Zhiyun Dong、Guohua Gao

  DOI：10.1039/c3ob27500k

  日期：——

  In this paper, a series of novel acridine derived bisbenzimidazolium macrocyclic fluorescent sensors were designed and synthesized. X-ray crystal structures demonstrated the self-assembly behavior of these cyclophanes in the solid state driven by hydrogen bond and π–π interactions. Anion binding studies of these sensors revealed a significant effect of the macrocyclic size and rigidity for H2PO4− sensing via the obvious turn-on as well as bathochromic-shift in fluorescence emission. Different cavity size or rigidity of the sensors showed different bathochromic-shifts (from 36 to 126 nm) in fluorescence emission induced by H2PO4−, which resulted in significant color changes of fluorescence from blue to orange red, orange, green and blue-green respectively. The unique fluorescence response toward H2PO4− may be attributed to H2PO4−-induced assembly of sensors forming the excimer between two acridine rings to a different extent.

  在本文中，设计并合成了一系列新型的由氨基吖啶衍生的双苯并咪唑鎓宏环荧光传感器。X射线晶体结构展示了这些环芳烃在固态下以氢键和π-π相互作用驱动的自组装行为。这些传感器的阴离子结合研究揭示了宏环大小和刚性的显著影响，特别是在H2PO4⁻的探测中，通过荧光发射的明显开启以及红移效应。传感器的不同腔体大小或刚性在H2PO4⁻诱导的荧光发射中显示出不同的红移（从36到126纳米），导致荧光颜色从蓝色变化为橙红色、橙色、绿色和蓝绿色。对H2PO4⁻的独特荧光响应可能归因于H2PO4⁻诱导的传感器组装，形成两个氨基吖啶环之间的激发态二聚体，且程度不同。
• Synthesis of Bis-benzimidazolium Cyclic Receptors and Their Anion Binding Properties
  作者：Xiaozhi Jiang、Meiyun Feng、Dawei Zhang、Binshen Wang、Zhiyun Dong、Guohua Gao

  DOI：10.1002/cjoc.201201131

  日期：2013.5

  A series of cyclic receptors 1–5 based on bis‐benzimidazolium group were designed and synthesized. Their anion recognition properties were investigated by UV‐vis, fluorescent spectroscopy, 1H NMR and MALDI‐TOF mass spectrometry. The UV‐vis and fluorescent spectroscopic studies showed that the receptors 1–5 had different binding abilities for various anions such as fluoride, chloride, bromide, iodide

  一系列环状受体1 - 5基于双-苯并咪唑基，设计并合成。通过紫外可见光谱，荧光光谱，1 H NMR和MALDI-TOF质谱研究了它们的阴离子识别特性。紫外可见光谱和荧光光谱研究表明，1-5号受体对各种阴离子（例如氟离子，氯离子，溴离子，碘离子和乙酸根）具有不同的结合能力。受体对氟和乙酸根阴离子的高选择性归因于它们的碱性。作业图和MALDI-TOF质谱表明，受体与氟化物形成1：1的络合物。DFT计算和1 H NMR研究表明，受体通过（C 1H）+ ... X -氢键。
• Assembly of [CunIn]-based coordination polymers from cracking the 3D framework of bulk CuI via flexible N-heterocyclic ligands
  作者：Ling-Ling Li、Hong-Xi Li、Zhi-Gang Ren、Dong Liu、Yang Chen、Yong Zhang、Jian-Ping Lang

  DOI：10.1039/b908697h

  日期：——

  Solvothermal reactions of CuI with four flexible N-heterocyclic ligands, 1,2-bis(4-pyridyl)ethane (bpe), 1,1′-(1,4-butanediyl)bis-1H-benzimidazole (bbbm), 1,1′-(1,4-butanediyl)bis-1H-benzotriazole (bbbt), and 1,1′-(1,5-pentanediyl)bis-1H-benzimidazole (pbbm), afforded four new [CunIn]-based coordination polymers, [Cu3I(μ-I)(μ3-I)(bpe)3]n (1), [CuI(bbbm)1.5]·0.25MeCN}n (2), and [Cu4(μ3-I)4L2]n (3: L = bbbt; 4: L = pbbm), respectively. Compounds 1–4 were characterized by elemental analysis, IR and X-ray crystallography. 1 consists of an unique 2D network in which 1D [CuI(bpe)]n zigzag chains are embroidered alternatively onto the two faces of a 2D [Cu4(μ-I)2(μ3-I)2(bpe)2]n layer through pairs of bpe bridges. 2 contains a 66-membered metallomacrocyclic [CuI(bbbm)1.5]6 unit that fuses with its neighbouring ones via sharing Cu atoms to form a 2D (6,3) layer network. 3 or 4 contains a cubanelike [Cu4(μ3-I)4] core, which works as a cross-shaped four-connecting node to link its four equivalent units to form a 2D (4,4) cross-shaped network (3) or acts as a Y-shaped three-connecting node to connect its three equivalent ones to form a 1D double chain (4). In addition, the photoluminescent properties of 1–4 in solid state at ambient temperature were also investigated.

  反应的溶热反应与四个柔性N杂环配体，1,2-双（4-吡啶基）乙烷（bpe）、1,1′-(1,4-丁二基)双-1H-苯并咪唑（bbbm）、1,1′-(1,4-丁二基)双-1H-苯并三唑（bbbt）和1,1′-(1,5-戊二基)双-1H-苯并咪唑（pbbm）的溶热反应，分别产生了四个新的基于[CunIn]的配位聚合物，[Cu3I(μ-I)(μ3-I)(bpe)3]n (1)、[CuI(bbbm)1.5]·0.25MeCN}n (2)和[Cu4(μ3-I)4L2]n (3: L = bbbt; 4: L = pbbm)。通过元素分析、红外光谱和X射线晶体学对化合物1-4进行了表征。1由独特的二维网络组成，其中一维[CuI(bpe)]n之字形链通过成对的bpe桥交替地绣在二维[Cu4(μ-I)2(μ3-I)2(bpe)2]n层的两个面上。2包含一个66
• Rational Construction of Polymeric Cadmium(II) Benzimidazole for Transition Metal Ion Exchange
  作者：Bo Xiao、Qian-Qian Li、Yu-Ting Wang、Chun-Sen Liu、Min Hu、Shao-Ming Fang

  DOI：10.1002/zaac.201000190

  日期：——

  which indicates that central CdII ion exchange might be considered as being dominated by the coordination ability of metal ions to free functional groups, ionic radii of exchanged metal ions, and the solution concentration of adsorbed metal salts. The parent material- and ion-exchange-induced products are identified by FT-IR spectroscopy, PXRD patterns as well as SEM and EDS measurements. In addition, the

  通过Cd(ClO4)2·6 与1,1′-()反应成功构建了一维双螺旋配位聚合物[Cd(pbbm)2]2( )4(H2O)2}n(1) 1,5-戊二基）双-1H-苯并咪唑（pbbm）。有趣的是，当聚合物 1 的晶体浸入 Cu2+、Zn2+、Co2+ 和 Ni2+ 的高氯酸盐水溶液中时，聚合物 1 对 Zn2+ 和 Cu2+ 的离子交换表现出高选择性能力，高于 Co2+ 和 Ni2+ 离子在结晶固态离子，这表明中央 CdII 离子交换可能被认为是由金属离子与游离官能团的配位能力、交换的金属离子的离子半径和吸附金属盐的溶液浓度所决定的。通过 FT-IR 光谱鉴定母体材料和离子交换诱导的产物，PXRD 图案以及 SEM 和 EDS 测量。此外，还研究了1的热稳定性。
• 1,5-二(1-H-苯并咪唑基)戊烷-银(I)配合物及 制备方法
  申请人：河南工程学院

  公开号：CN103665008B

  公开（公告）日：2016-04-20

  本发明涉及一种1,5-二(1-H-苯并咪唑基)戊烷-银(I)配合物及制备方法。配合物化学式为[Ag2(L)2(NO3)2]n，其中L为1,5-二(1-H-苯并咪唑基)戊烷。该配合物的制备工艺采用水热合成法，将Ag ，L和蒸馏水置于25？ml的水热反应釜中，密封后放入烘箱中，直接加热至一定温度并恒温72？h，然后使其在一定时间内缓慢降至室温，得到本发明的配合物，它具有稳定性好，合成简单，操作方便，产率高和可重现性好等优点。获得的晶态材料有望在荧光材料领域得到进一步的研发应用。