9-ethyl-3,6-diimidazolylcarbazole | 888033-67-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-ethyl-3,6-diimidazolylcarbazole
• 英文别名: 9-ethyl-3,6-di(1H-imidazol-1-yl)-9H-carbazole；9-Ethyl-3,6-di(1H-imidazol-1-yl)-9H-carbazole；9-ethyl-3,6-di(imidazol-1-yl)carbazole
• CAS: 888033-67-8
• 化学式: C₂₀H₁₇N₅
• 分子量: 327.388
• InChiKey: PNWWJPWZAQTHJH-UHFFFAOYSA-N

物化性质

• 熔点：
  221-221.6 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  546.9±43.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-ethyl-3,6-diimidazolylcarbazole 、 1,2-二溴乙烷 以 乙腈 为溶剂， 反应 48.0h， 以70%的产率得到
  参考文献：
  名称：

  一种三芴桥联的六咪唑大环化合物及其制备方法和应用

  摘要：

  本发明公开一种三芴桥联的六咪唑大环化合物及其制备方法和应用，涉及有机化合物合成技术领域，三芴桥联的六咪唑大环化合物是在有机溶剂中以3,6‑双(1‑咪唑基)‑N‑乙基咔唑、1,2‑二溴乙烷和六氟磷酸铵作为原料经过一系列反应合成的大环化合物，本发明制备得到的三芴桥联的六咪唑大环化合物的荧光感光效果明显，能够用来制作荧光分子识别体系，特别是对H2PO4‑的荧光感光效果较强，可用作H2PO4‑离子的比率型荧光探针，本技术方案的三芴桥联的六咪唑大环化合物含有六个咪唑，用于捕获客体的键合点多，能够更牢固地抓住客体，使得对客体的选择性比较好。并且，这个大环化合物对H2PO4‑的检测具有较低的检出限。

  公开号：

  CN113880851B
• 作为产物：
  描述：

  咔唑 在 N-溴代丁二酰亚胺(NBS) 、 potassium carbonate 、 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.83h， 生成 9-ethyl-3,6-diimidazolylcarbazole
  参考文献：
  名称：

  用于对硝基苯胺传感的大环四咪唑盐传感器

  摘要：

  合成并表征了大环四咪唑鎓盐2，并通过X射线衍射确定了其晶体结构。一个 30 元的2大环由四个咪唑、两个咔唑和两个丙烯构成。通过荧光光谱、紫外/可见光谱、HRMS、1 H NMR和IR光谱研究了2对芳香族化合物的识别。结果表明，2对对硝基苯胺（p -NA）具有较高的选择性和敏感性。

  DOI：

  10.1016/j.tet.2022.133113

文献信息

• Synthesis of [PdL(NH3)2](PF6)2 (L = 1,1′-di(alkyl)-3,3′-methylenediimidazolin-2,2′-diylidene) complexes and their reactivities towards N-donors
  作者：Chao Chen、Wanzhi Chen、Huayu Qiu

  DOI：10.1039/c2dt31739g

  日期：——

  The reaction of neutral palladium complexes PdLBr2 (L = 1,1′-di(alkyl)-3,3′-methylenediimidazolin-2,2′-diylidene) with NH4PF6 in CH3CN afforded [PdL(NH3)2](PF6)2 (1–3, L1, alkyl = Me; L2, alkyl = Et; L3, alkyl = iso-Pr) and [PdL4(CH3CN)2](PF6)2 (4, alkyl = Mes). Treatment of [PdL(NH3)2](PF6)2 complexes with N-donors, 9-ethyl-3,6-diimidazolyl-carbazole (dicz), mercaptopyridine (HSPy), 3,5-dimethyl-1H-pyrazole (Hdmpz), and 1,2-dibenzoylhydrazine (H2dbhz) resulted in the substitution of NH3 forming dinuclear palladium complexes [PdL1(dicz)]2(PF6)4 (5), [PdL1(SPy)]2(PF6)2 (6), [PdL2(dmpz)]2(PF6)2 (7), [(PdL2)2(dbhz)] (8). Reaction of [PdL2(NH3)2](PF6)2 with hydrazine led to a mixture of [Pd(L2)2](PF6)2 (9) and [PdL2(NH2NC(CH3)NHNH2)](PF6)2 (10). The NH2NC(CH3)NHNH2 moiety was formed in situ by nucleophilic addition to CH3CN by two molecules of NH2NH2 and subsequent NH3 elimination. All of these complexes have been fully characterized by ESI-MS, NMR spectroscopy, and elemental analysis. The molecular structures of 1 and 5–10 were also studied by X-ray diffraction analysis.

  中性钯络合物 PdLBr2（L = 1,1â²-二(烷基)-3,3â²-亚甲基二咪唑啉-2,2â²-二亚基）与 NH4PF6 在 CH3CN 中反应生成 [PdL(NH3)2](PF6)2 （1â3，L1，烷基 = Me；L2，烷基 = Et；L3，烷基 = iso-Pr）和 [PdL4(CH3CN)2](PF6)2 （4，烷基 = Mes）；L2，烷基＝Et；L3，烷基＝异-Pr）和[PdL4(CH3CN)2](PF6)2（4，烷基＝Mes）。将[PdL(NH3)2](PF6)2 复合物与 9-乙基-3,6-二咪唑基咔唑（dicz）、巯基吡啶（HSPy）、3,5-二甲基-1H-吡唑（Hdmpz）和 1、2-dibenzoylhydrazine (H2dbhz) 的反应中，NH3 被取代，形成双核钯配合物 [PdL1(dicz)]2(PF6)4 (5)、[PdL1(Spy)]2(PF6)2 (6)、[PdL2(dmpz)]2(PF6)2 (7)、[(PdL2)2(dbhz)] (8)。PdL2(NH3)2](PF6)2与肼反应生成[Pd(L2)2](PF6)2 (9)和[PdL2(NH2NC(CH3)NHNH2)](PF6)2 (10)的混合物。NH2NC(CH3)NHNH2 分子是通过两分子 NH2NH2 与 CH3CN 的亲核加成以及随后的 NH3 消去而在原位形成的。所有这些复合物都通过 ESI-MS、NMR 光谱和元素分析进行了全面表征。此外，还通过 X 射线衍射分析研究了 1 和 5â10 的分子结构。
• Synthesis, Crystal Structures, and Photoluminescence of a Series of Coordination Polymers with Two Homologous Functional Flexible Ligands
  作者：Hong‐Ping Zhou、Peng Wang、Zhang‐Jun Hu、Lin Li、Jing‐Jin Chen、Yang Cui、Yu‐Peng Tian、Jie‐Ying Wu、Jia‐Xiang Yang、Xu‐Tang Tao、Min‐Hua Jiang

  DOI：10.1002/ejic.200600887

  日期：2007.5

  the same, but in the packing diagram interlayers form a 3D network through C–H···S interactions and π–π interactions in 3, interlayers form a 3D network through S···S interactions and π–π interactions in 4, novel 3D structures are formed by interchain O···H–C hydrogen bonding and interlayer O···H–C hydrogen-bonding and π–π interactions in 5 and 6. The structural differences between these complexes show

  已合成并表征了两种功能性、灵活的配体，即 3,6-二吡唑基-9-乙基咔唑 (L1) 和 3,6-二咪唑基-9-乙基咔唑 (L2)，并研究了它们与各种 AgI、CdII 和 CoII 盐的配位. 已经获得了六个新的配合物 1-6，并通过红外光谱、元素分析和单晶 X 射线衍射对其进行了充分表征。复合物 [CdL1I2]n (1) 的二维双螺旋骨架由 C–H…I 氢键形成，而化合物 [AgL1SO3PhCH3}2(CH3OH)(H2O)]n 的二维双螺旋骨架相同(2) 由 S-O···H 和 C-H···O 氢键和弱 π-π 相互作用形成。[CdL22(NCS)2]n (3), [CoL22(NCS)2(CHCl3)2]n (4), [CdL22(NO3)2(CH3OH)2]n (5)中CdII和CoII的配位模式), 和 [CoL22(NO3)2(CH3OH)2]n (6) 是一样的，但在堆积图中，夹层通过
• Self-assembly of Metallamacrocycles Employing a New Benzil-based Organometallic Bisplatinum(II) Acceptor
  作者：Bijan Roy、Sankarasekaran Shanmugaraju、Rupak Saha、Partha Sarathi Mukherjee

  DOI：10.2533/chimia.2015.541

  日期：——

  A benzil-based semi-rigid dinuclear-organometallic acceptor 4,4'-bis[trans-Pt(PEt3)2(NO3)(ethynyl)]benzil (bisPt-NO3) containing a Pt-ethynyl functionality was synthesized in good yield and characterized by multinuclear NMR (1H, 31P, and 13C), electrospray ionization mass spectrometry (ESI-MS), and single-crystal X-ray diffraction analysis of the iodide analogue bisPt-I. The stoichiometric (1:1) combination of the acceptor bisPt-NO3 separately with four different ditopic donors (L1–L4; L1 = 9-ethyl-3,6-di(1H-imidazol-1-yl)-9H-carbazole, L2 = 1,4-bis((1H-imidazol-1-yl)methyl)benzene, L3 = 1,3-bis((1H-imidazol-1-yl)methyl)benzene and L4 = 9,10-bis((1H-imidazol-1-yl) methyl)anthracene) yielded four [2 + 2] self-assembled metallacycles M1–M4 in quantitative yields, respectively. All these newly synthesized assemblies were characterized by various spectroscopic techniques (NMR, IR, ESI-MS) and their sizes/shapes were predicted through geometry optimization employing the PM6 semi-empirical method. The benzil moiety was introduced in the backbone of the acceptor bisPt-NO3 due to the interesting structural feature of long carbonyl C–C bond (?1.54 Å), which enabled us to probe the role of conformational flexibility on size and shapes of the resulting coordination ensembles.

  基于苯甲酮的半刚性双核金属有机受体4,4'-双[反式-Pt(PEt3)2(NO3)(乙炔)]苯甲酮（bisPt-NO3）以良好产率合成，并通过多核NMR（1H、31P和13C）、电喷雾电离质谱（ESI-MS）以及碘化物类似物bisPt-I的单晶X射线衍射分析进行表征。接受体bisPt-NO3与四种不同的双向供体（L1–L4；L1 = 9-乙基-3,6-二(1H-咪唑-1-基)-9H-咔唑，L2 = 1,4-双((1H-咪唑-1-基)甲基)苯，L3 = 1,3-双((1H-咪唑-1-基)甲基)苯和L4 = 9,10-双((1H-咪唑-1-基)甲基)蒽）的化学计量比（1:1）分别反应，得到四种[2 + 2]自组装金属环M1–M4，分别以定量产率合成。所有这些新合成的组合物均通过各种光谱技术（NMR、IR、ESI-MS）进行表征，并通过采用PM6半经验方法进行几何优化来预测它们的大小/形状。由于具有长羰基C–C键（约1.54 Å）的有趣结构特征，苯甲酮基团被引入到受体bisPt-NO3的骨架中，这使我们能够探究构象柔韧性对产生的配位集合物的大小和形状的作用。
• Syntheses, structures, luminescent and gas adsorption properties of five new interpenetrated, 2D and 3D metal–organic frameworks based on a semi-rigid bis(imidazole)-carbazole ligand
  作者：Shu-Fang Zhang、Fang Xiong、Zhan He、Yue Liang、Jun-Ru Xue、Lin-Hai Jing、Da-Bin Qin

  DOI：10.1016/j.poly.2015.08.040

  日期：2015.12

  We have succeeded in constructing five metal-organic frameworks, [Zn(L)SO4] (1), [Zn(L)(bdc)]center dot H2O (2), [Zn(L)(abdc)]center dot 0.5H(2)O (3), [Zn(L)(oba)]center dot 2H(2)O (4) and [Zn(L)(2)(suc)(2)] (5), based on a semi-rigid bis(imidazole)-carbazole ligand [9-ethyl-3,6-di(1H-imidazol-1-yl)-9H-carbazole (L)] and five rigid/flexible dicarboxylic acids (DPac = 2,6-pyridine dicarboxylic acid, H(2)bdc = p-phthalic acid, H(2)abdc = azobenzen-4,4'-dicarboxylate, H(2)oba = 4,4-oxybisbenzoic acid and H(2)suc = succinic acid). Complexes 1-5 were characterized by single crystal X-ray diffraction, elemental analysis, power X-ray diffraction (PXRD), IR spectroscopy and thermogravimetry. Complex 1 possesses a two-dimensional (2D) network which is constructed not by the co-ligand acid but by a sulfate anion. Both complexes 2 and 3 are two-dimensional (2D) sheet structures with 2D -> 3D polycatenation frameworks. Coordination polymer 2 contains interconnected 70-membered macrocycles and 3 forms a double helix-like 4-fold interpenetrated network. Complex 5 exhibits a three-dimensional (3D) sra network. The luminescent properties of 1-5 in the solid state and gas adsorption properties of 3 and 5 were also investigated. (C) 2015 Published by Elsevier Ltd.
• A new ligand for the formation of a 3D structure by significant C–H⋯S hydrogen bonds and π–π interactions
  作者：Hong-Ping Zhou、Yong-Min Zhu、Jing-Jin Chen、Zhang-Jun Hu、Jie-Ying Wu、Yi Xie、Min-Hua Jiang、Xu-Tang Tao、Yu-Peng Tian

  DOI：10.1016/j.inoche.2005.09.026

  日期：2006.1

  A novel 3D coordination polymer, [Cd(diec)(2)(NCS)(2)](n) (1) (diec = 3,6-diimidazolyl-9-ethylcarbazole) has been prepared by reacting Cd(SCN)(2) with the diec ligand. Single crystal X-ray analysis has revealed that the 3D framework of the title compound is formed by significant C-(HS)-S-... hydrogen bonds and pi-pi interactions. The solid-state fluorescent determinations show that the complex exhibits a strong emission band at 403 nm. (c) 2005 Elsevier B.V. All rights reserved.