4-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-5-carboxylic  acid | 1372401-38-1

• 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: 4-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-5-carboxylic acid
• 英文别名: 5-(1H-benzo[d]-imidazol-2-yl)-1H-imidazole-4-carboxylic acid；5-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-4-carboxylic acid；4-(1H-benzimidazol-2-yl)-1H-imidazole-5-carboxylic acid
• CAS: 1372401-38-1
• 化学式: C₁₁H₈N₄O₂
• 分子量: 228.21
• InChiKey: SGNCRQSKYIBYPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  94.7
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-5-carboxylic  acid 在 三异丙基硅烷 、 三氟乙酸 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  Cross Metathesis Assisted Solid-Phase Synthesis of Glycopeptoids

  摘要：

  A solid-phase synthesis of glycopeptoids was explored through olefin cross metathesis (CM). Peptoids and sugar derivatives with appropriate olefin moieties were coupled in the presence of an olefin metathesis catalyst to afford glycopeptoids in good yields. This systematic solid-phase CM study can provide facile access to the molecular sources of glycopeptidomimetics and postchemical modifications on various molecular scaffolds.

  DOI：

  10.1021/ol300808c
• 作为产物：
  描述：

  3-butenyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside 、 在 Hoveyda-Grubbs catalyst second generation 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 生成 4-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-5-carboxylic  acid
  参考文献：
  名称：

  Cross Metathesis Assisted Solid-Phase Synthesis of Glycopeptoids

  摘要：

  A solid-phase synthesis of glycopeptoids was explored through olefin cross metathesis (CM). Peptoids and sugar derivatives with appropriate olefin moieties were coupled in the presence of an olefin metathesis catalyst to afford glycopeptoids in good yields. This systematic solid-phase CM study can provide facile access to the molecular sources of glycopeptidomimetics and postchemical modifications on various molecular scaffolds.

  DOI：

  10.1021/ol300808c

文献信息

• Selective recognition of fluoride and acetate by a newly designed ruthenium framework: experimental and theoretical investigations
  作者：Tanaya Kundu、Abhishek Dutta Chowdhury、Dipanwita De、Shaikh M. Mobin、Vedavati G. Puranik、Anindya Datta、Goutam Kumar Lahiri

  DOI：10.1039/c2dt12126c

  日期：——

  a 1 : 1 adduct between the receptor (1+) and the anion (F− or OAc−). The formation of 1 : 1 adduct [1+·F−] or [1+·OAc−]} has been further evidenced by in situ ESI-MS(+) in CH3CN. Though the receptor, 1+, is comprised of two N–H protons associated with the coordinated H2L− ligand, only the free imidazole N–H proton participates in the hydrogen bonding interactions with the incoming anions, while the

  一种有效的阴离子传感器，的[Ru II（BPY）2（H 2大号-）] +（1 +），基于氧化还原和光活性钌II（BPY）2 }部分和新的配体（H 3 L = 5 - （1 ħ -苯并[ d ]咪唑-2-基）-1- ħ -咪唑-4-羧酸），已被用于氟化选择性识别（F开发- ）和醋酸（OAC - ）离子。游离配体H 3 L和[ 1 ]（ClO 4的晶体结构）表明存在强烈的分子内和分子间氢键相互作用。的[结构1 ]（CLO 4）表示的苯并咪唑的N- H H 2大号-是氢与同时咪唑N-H保持自由用于与阴离子可能氢键相互作用的侧链羧酸酯氧键合。的电位阴离子传感设有1 +进行了研究，通过使用各种各样的阴离子，如F的不同的实验和理论（DFT）的调查- ，氯- ，溴- ，我-，HSO 4 -，H 2 PO 4-，OAC -和SCN -。循环伏安法和微分脉冲伏安法确定， 1 +为F的选择性识别优异的电化学传感器-和OAC
• Electronic structures and selective fluoride sensing features of Os(bpy)₂(HL²⁻) and [{Os(bpy)₂}₂(μ-HL²⁻)]²⁺ (H₃L: 5-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-4-carboxylic acid)
  作者：Ankita Das、Hemlata Agarwala、Tanaya Kundu、Prabir Ghosh、Sudipta Mondal、Shaikh M. Mobin、Goutam Kumar Lahiri

  DOI：10.1039/c4dt01821d

  日期：——

  on the bridge in 23+ or 24+ (S = 1, Os1: 0.915, Os2: 0.811 and HL2−: 0.275) implies a mixed electronic structural form of [(bpy)2OsIII(μ-HL2−)OsII(bpy)2]3+(major)/[(bpy)2OsII(μ-HL˙−)OsII(bpy)2]3+(minor) or [(bpy)2OsIII(μ-HL2−)OsIII(bpy)2]4+(major)/[(bpy)2OsIII(μ-HL˙−)OsII(bpy)2]4+ (minor), respectively. The mixed valent OsIII(μ-HL2−)OsII} state in 23+, however, fails to show EPR at 77 K due to the

  与新设计的单核和双核的不对称锇的文章处理（II）配合物O的II（BPY）2（HL 2-）（1）和[（联吡啶）2 O的II（μ-HL 2- ）锇II（BPY）2 ]（Cl）的2（[ 2 ]（Cl）的2）/ [（联吡啶）2 O的II（μ-HL 2- ）锇II（BPY）2 ]（CLO 4）2（[ 2 ]（CLO 4）2），分别为（H3 L = 5-（1 H-苯并[ d ]咪唑-2-基）-1 H-咪唑-4-羧酸，bpy = 2,2'-联吡啶。1的标识已通过其单晶X射线结构确定。所述配体（HL 2- ）基初级氧化过程（ ê ° 298 0.23 V相对于SCE）与在部分金属贡献（〜20％）沿1已揭示的配体为主的HOMO 1（HL 2-：88％，Os：8％），以及通过Mulliken自旋密度分布1 +（HL 2−：0.878，Os：0.220）。因此，1 +展品在77K自由基型EPR具有部分基于金属的各向异性特征（克1
• Influence of ancillary ligands on the electronic structure and anion sensing features of ligand bridged diruthenium complexes
  作者：Ankita Das、Tanaya Kundu、Shaikh M. Mobin、José Luis Priego、Reyes Jiménez-Aparicio、Goutam Kumar Lahiri

  DOI：10.1039/c3dt50853f

  日期：——

  σ-donating acetylacetonate). The molecular identity of [1](ClO4)2 was established by its single crystal X-ray structure. A large shift in Ru(II)/Ru(III) potential of 0.7–2.0 V took place on switching the ancillary ligands from AL = bpy to pap to acac−, leading to the stabilisation of ruthenium(II) and ruthenium(III) states in 12+, 22+, 32+, 4 and 5+, respectively. The detailed magnetic studies revealed

  与较新的类配体的本文章处理桥接结合的辅助配体（AL）具有不同的电子特性的不对称配合物：[（联吡啶）2的Ru II（μ-HL 2-）的Ru II（BPY）2 ]（CLO 4）2 ·（[[ 1 ]（ClO 4）2）; [（PAP）2的Ru II（μ-HL 2- ）的Ru II（PAP）2 ]（CLO 4）2（[ 2 ]（CLO 4）2）; [（bpy）2茹二世（μ-HL 2- ）的Ru II（PAP）2 ]（CLO 4）2（[ 3 ]（CLO 4）2）; [（ACAC）2的Ru III（μ-HL 2- ）的Ru III（ACAC）2 ]（4）和[（联吡啶）2的Ru II（μ-HL 2- ）的Ru III（ACAC）2 ] CLO 4（[ 5 ] ClO 4）（H 3 L：5-（1 H-苯并[ d ]咪唑-2-基）-1 H-咪唑-4-羧酸， py =中等π接受 2,2'-联吡啶，pap =强π接受
• Synthesis, Structure, DNA Binding, and Magnetic Properties of Dicobalt (II/III, III/III) Complexes Based on 5-(1<i>H</i>-benzo[<i>d</i>]imidazol-2-yl)-1<i>H</i>-imidazole-4-carboxylic Ligand
  作者：Wei Liu、Jia Shao、Wen-Jing Lian、Cheng-Zhi Xie、Jing-Yuan Xu

  DOI：10.1080/15533174.2015.1137016

  日期：2016.10.2

  Two novel dicobalt complexes, [CoII/III2(HImbm)(bipy)4](ClO4)3·2H2O (1) and [CoIII/III2(HImbm)(bipy)4](ClO4)4·CH3OH·4H2O (2) (H3Imbm = 5-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-4-carboxylic acid; bipy = 2,2′-bipyridine), have been synthesized and characterized. Single-crystal X-ray analyses revealed that both 1 and 2 featured a similar HImbm-bridged dicobalt unit, except for oxidation state assignments

  两种新型的二叶钴配合物，[Co II / III 2（HImbm）（bipy）4 ]（ClO 4）3 ·2H 2 O（1）和[Co III / III 2（HImbm）（bipy）4 ]（ClO 4）4 ·CH 3 OH·4H 2 O（2）（H 3 Imbm = 5-（1 H-苯并[ d ]咪唑-2-基）-1 H-咪唑-4-羧酸；联吡啶= 2,2' -联吡啶），已经合成并表征。单晶X射线分析显示1和2一个类似的HImbm桥连二钴单元，除了CO的氧化状态分配II /钴III混合价在1和Co III /钴III在化合价等于2。1和2的EB-DNA荧光猝灭研究表明，化合物与DNA之间存在适度的嵌入结合模式。研究了1的磁性，其结果与六配位高自旋Co（II）离子的非猝灭自旋轨道耦合行为一致。
• Benzimidazole-based optical probe for selective detection of multiple-cations via dual-channel analysis
  作者：Anup Kumar、Megha Chhatwal、Tarkeshwar Gupta

  DOI：10.1016/j.tetlet.2012.08.052

  日期：2012.10

  A benzimidazole-based optical probe having pendant carboxyl, amine, and imine groups as ionophore has been prepared for screening various metal ions. The 4-(1H-benzo[d]imidazol-2-yl)-1H-imidazole-5-carboxylic acid (1) has been obtained in good yield and characterized by full battery of complementary physico-chemical techniques including H-1 NMR, UV-Vis, fluorescence spectroscopy, and single crystal X-ray crystallography. Metal ion-binding properties of 1 have been studied using ppm level concentration of representative alkali metal (Na+, K+), alkaline earth metal (Mg2+, Ca2+), and transition metal (Zn2+, Co2+, Fe3+, Cd2+, Hg2+, Pb2+, Cu2+, Ag+) ions and the output signal was monitored via two different channels viz chromogenically and fluorogenically. Selective recognition of Hg2+ has been explored with absorption spectra whereas emission spectra of 1 display differential response for multiple cations at parts-per-million (ppm) level concentration that allow selective detection of Ca2+, Mg2+, and Na+ ions. The results have been discussed in light of selectivity, sensitivity, response time, mode of binding/interactions, and sensing properties. (c) 2012 Elsevier Ltd. All rights reserved.