5-(4-methyphenyl)benzimidazo[1,2-a]benzimidazole | 1352820-90-6

• 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: 5-(4-methyphenyl)benzimidazo[1,2-a]benzimidazole
• 英文别名: 5-(4-Methylphenyl)benzimidazolo[1,2-a]benzimidazole
• CAS: 1352820-90-6
• 化学式: C₂₀H₁₅N₃
• 分子量: 297.359
• InChiKey: HZYPBLKDATVTKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  22.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-氟-2-硝基苯 在 potassium phosphate 、 copper(l) iodide 、 1,10-菲罗啉 、 palladium 10% on activated carbon 、 氢气 、 氧气 、 copper diacetate 、 sodium acetate 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 间二甲苯 为溶剂， 20.0~155.0 ℃ 、303.99 kPa 条件下， 反应 107.0h， 生成 5-(4-methyphenyl)benzimidazo[1,2-a]benzimidazole
  参考文献：
  名称：

  Copper-Catalyzed Aerobic Oxidative Intramolecular C–H Amination Leading to Imidazobenzimidazole Derivatives

  摘要：

  A highly efficient copper-catalyzed aerobic oxidative intramolecular C-H amination has been developed using substituted 2-(1H-imidazol-1-yl)-N-alkylbenzenamines as the starting materials, and the corresponding imidazobenzimidazole derivatives were obtained in excellent yields. This is an economical and practical method for the construction of N-heterocycles.

  DOI：

  10.1021/ol202884z

文献信息

• [EN] BISIMIDAZOLODIAZOCINES<br/>[FR] BIS-IMIDAZOLO-DIAZOCINES
  申请人：IDEMITSU KOSAN CO

  公开号：WO2016125110A1

  公开（公告）日：2016-08-11

  The present invention relates to an organic electronic device, preferably an OLED, comprising a Bisimidazolodiazocine of formula (I) charge transport layer, a charge/exciton blocker layer, or an emitting layer comprising the Bisimidazolodiazocine; an apparatus selected from the group consisting of stationary visual display units; mobile visual display units; illumination units; keyboards; items of clothing; furniture; wallpaper, comprising the inventive organic electronic device, or the inventive charge transport layer, the charge/exciton blocker layer, or the emitting layer; the use of the Bisimidazolodiazocines for electrophotographic photoreceptors, photoelectric converters, organic solar cells, switching elements, organic light emitting field effect transistors, image sensors, dye lasers and electroluminescent devices; a process for the production of the Bisimidazolodiazocines and specific Bisimidazolodiazocines..

  本发明涉及一种有机电子器件，优选为OLED，包括式(I)的双咪唑二唑啉的电荷传输层，电荷/激子阻挡层，或包括双咪唑二唑啉的发射层；选自固定视觉显示单元组、移动视觉显示单元、照明单元、键盘、服装、家具、墙纸的装置，包括所述创新的有机电子器件，或创新的电荷传输层、电荷/激子阻挡层或发射层；双咪唑二唑啉用于电子照相感光鼓、光电转换器、有机太阳能电池、开关元件、有机发光场效应晶体管、图像传感器、染料激光器和电致发光器件的用途；一种生产双咪唑二唑啉和特定双咪唑二唑啉的方法。
• 4H-Imidazo[1,2-a]imidazoles for Electronic Applications
  申请人：Schaefer Thomas

  公开号：US20120241681A1

  公开（公告）日：2012-09-27

  The present invention relates to compounds of formula a process for their production and their use in electronic devices, especially electroluminescent devices. When used as host material for phosphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.

  本发明涉及公式化合物的制备方法及其在电子设备中的应用，特别是在电致发光设备中的应用。当作为电致发光设备中磷光发射剂的主体材料使用时，公式I化合物可能提供电致发光设备的效率、稳定性、可制造性或光谱特性的改善。
• An efficient and facile synthesis of benzimidazo[1,2-a]benzimidazoles via copper-catalyzed domino addition/double cyclization
  作者：Guodong Yuan、Haiquan Liu、Jilong Gao、Hongjuan Xu、Liu Jiang、Xiaoxia Wang、Xin Lv

  DOI：10.1039/c4ra01181c

  日期：——

  A copper-catalyzed synthesis of benzimidazo[1,2-a]benzimidazoles by domino addition/double cyclization of bis-(o-haloaryl)carbodiimides with primary amines was developed. A variety of the desired polycyclic benzimidazoles were efficiently and facilely assembled. Multibonds and polycyclic moieties were directly constructed in one pot. 2-Bromo-2′-iodo-diarylcarbodiimides gave good selectivity.

  开发了一种铜催化的双-（邻卤代芳基）碳二亚胺与伯胺的多米诺加成/双环化反应，合成苯并咪唑[1,2- a ]苯并咪唑。各种所需的多环苯并咪唑都可以高效，轻松地组装。多键和多环部分直接在一个罐中构建。2-Bromo-2'-碘-二芳基碳二亚胺具有良好的选择性。
• Organic Electroluminescent Materials and Devices
  申请人：Universal Display Corporation

  公开号：US20200274076A1

  公开（公告）日：2020-08-27

  A compound of Formula I: wherein each R 1 , R 2 , R 3 , and R 4 is independently hydrogen or a substituent selected from the group consisting of deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, carbonyl, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, boryl, and combinations thereof; and wherein any two adjacent substituents are optionally joined or fused together to form a ring

  式I的化合物：其中每个R1、R2、R3和R4独立地为氢或从氘、卤素、烷基、环烷基、杂基烷基、芳基烷基、烷氧基、芳氧基、氨基、硅基、烯基、环烯基、杂基烯基、炔基、芳基、杂芳基、羰基、腈、异腈、烷硫基、亚砜基、砜基、膦基、硼基和它们的组合物中选择的取代基；且任意相邻的两个取代基可以选择连接或融合在一起形成环。
• Bisimidazodiazocines
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：EP3054498A1

  公开（公告）日：2016-08-10

  The present invention relates to an organic electronic device, preferably an OLED, comprising a Bisimidazolodiazocine of formula charge transport layer, a charge/exciton blocker layer, or an emitting layer comprising the Bisimidazolodiazocine; an apparatus selected from the group consisting of stationary visual display units; mobile visual display units; illumination units; keyboards; items of clothing; furniture; wallpaper, comprising the inventive organic electronic device, or the inventive charge transport layer, the charge/exciton blocker layer, or the emitting layer; the use of the Bisimidazolodiazocines for electrophotographic photoreceptors, photoelectric converters, organic solar cells, switching elements, organic light emitting field effect transistors, image sensors, dye lasers and electroluminescent devices; a process for the production of the Bisimidazolodiazocines and specific Bisimidazolodiazocines.

  本发明涉及一种有机电子器件，最好是 OLED，它包含式中的双咪唑二氮杂喹啉 本发明涉及一种有机电子器件，优选 OLED，该器件包括由式 Bisimidazolodiazocine 组成的电荷传输层、电荷/激子阻挡层或发射层；一种选自由固定视觉显示装置、移动视觉显示装置、照明装置、键盘、服装、家具、壁纸组成的装置，该装置包括本发明的有机电子器件或本发明的电荷传输层、电荷/激子阻挡层或发射层；双咪唑二氮化合物在电子照相感光器、光电转换器、有机太阳能电池、开关元件、有机发光场效应晶体管、图像传感器、染料激光器和电致发光装置中的用途；双咪唑二氮化合物和特定双咪唑二氮化合物的生产工艺。