1,1'-diphenyl-2,2'-bibenzo[d]imidazole | 33158-48-4

• 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'-diphenyl-2,2'-bibenzo[d]imidazole
• 英文别名: 1,1'-diphenyl-1H,1'H-2,2'-bibenzo[d]imidazole；1,1'-diphenyl-1H,1'H-[2,2']bi[benzoimidazolyl]；1-Phenyl-2-(1-phenylbenzimidazol-2-yl)benzimidazole
• CAS: 33158-48-4
• 化学式: C₂₆H₁₈N₄
• 分子量: 386.456
• InChiKey: MRWIIMMQZMLPBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1 -苯基-1H -苯并咪唑 在 copper diacetate 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 12.0h， 以91%的产率得到1,1'-diphenyl-2,2'-bibenzo[d]imidazole
  参考文献：
  名称：

  An efficient and convenient Cu(OAc)2/air mediated oxidative coupling of azoles via C–H activation

  摘要：

  报道了一种高效便捷的方法，通过Cu(OAc)2/空气介导的氧化式同偶联和交叉偶联反应，在氮杂环的2-位上构建C-C键。该方法取得了良好至优秀的产率。

  DOI：

  10.1039/b919396k

文献信息

• An efficient and convenient Cu(OAc)2/air mediated oxidative coupling of azoles via C–H activation
  作者：Yan Li、Jun Jin、Weixing Qian、Weiliang Bao

  DOI：10.1039/b919396k

  日期：——

  An efficient and convenient approach to construct C–C bonds at the 2-position of azoles via Cu(OAc)2/air mediated oxidative homo- and cross-coupling reaction was reported. The corresponding products were obtained in good to excellent yield.

  报道了一种高效便捷的方法，通过Cu(OAc)2/空气介导的氧化式同偶联和交叉偶联反应，在氮杂环的2-位上构建C-C键。该方法取得了良好至优秀的产率。
• Synthesis and Optical Properties of 2,2'-Biimidazole and Benzo[d]imidazole Derivatives: Changing π-Conjugation by Photoexcitation
  作者：Shoji Matsumoto、Yu Zhao、Motohiro Akazome

  DOI：10.3987/com-13-s(s)12

  日期：——

  1,1',5,5'-Tetraaryl-2,2'-biimidazole and benzo [d] imidazole derivatives were synthesized. Symmetrical and unsymmetrical benzo[d]imidazole derivatives could be obtained by the Pd-catalyzed coupling reaction between 2-iodo-benzo[d]imidazole and the corresponding (benzo)imidazole anion. Hypsochromic shifts in absorption and fluorescence spectra of 1,1',5,5'-tetraaryl-2,2'-biazole were observed by switching pyrrole rings for imidazole and benzo[d]imidazole rings, resulting in compounds with various Stokes shifts. Based on the (TD)DFT calculation, it was reasoned that changing the conformation of each single bond from a twisted to planar structure by photoexcitation led to larger Stokes shifts.