1,1'-diphenyl-2,2'-biimidazole | 949898-21-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,1'-diphenyl-2,2'-biimidazole
• 英文别名: 1-Phenyl-2-(1-phenylimidazol-2-yl)imidazole
• CAS: 949898-21-9
• 化学式: C₁₈H₁₄N₄
• 分子量: 286.336
• InChiKey: BPUWDBIDVVLGIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• 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

• 作为反应物：
  描述：

  溴苯 、 1,1'-diphenyl-2,2'-biimidazole 在 palladium diacetate 、 potassium carbonate 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以89%的产率得到1,1′,5,5′-tetraphenyl-2,2′-biimidazole
  参考文献：
  名称：

  Synthesis and Optical Properties of 2,2'-Biimidazole and Benzo[d]imidazole Derivatives: Changing π-Conjugation by Photoexcitation

  摘要：

  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.

  DOI：

  10.3987/com-13-s(s)12
• 作为产物：
  描述：

  2-iodo-1-phenyl-1H-imidazole 在 铜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以0.593 g的产率得到1,1'-diphenyl-2,2'-biimidazole
  参考文献：
  名称：

  Synthesis and Optical Properties of 2,2'-Biimidazole and Benzo[d]imidazole Derivatives: Changing π-Conjugation by Photoexcitation

  摘要：

  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.

  DOI：

  10.3987/com-13-s(s)12

文献信息

• Effect of ancillary ligands on the properties of diphenylphosphoryl-substituted cationic Ir(<scp>iii</scp>) complexes
  作者：Hongcui Yu、Chun Liu、Zhenni Yu、Liyan Zhang、Jinghai xiu

  DOI：10.1039/c6tc04732g

  日期：——

  diphenylphosphoryl-substituted cationic cyclometalated Ir(III) complexes [Ir(POFdFppy)2(N^N)]+PF6− (dFppy = 2-(2,4-difluorophenyl)pyridine) (POF1–POF6) with different N^N ancillary ligands have been synthesized and characterized. The influences of N^N ancillary ligands on the photophysical and electrochemical properties of the Ir(III) complexes have been investigated systematically. The results demonstrate

  一类新的二苯基磷-取代的阳离子的Ir环金属（III）配合物的[Ir（POFdFppy）2（N ^ N）] + PF 6 -（dFppy = 2-（2,4-二氟苯基）吡啶）（POF1-POF6）与已经合成并表征了不同的N ^ N个辅助配体。已经系统地研究了N ^ N辅助配体对Ir（III）配合物的光物理和电化学性质的影响。该结果表明，该光致发光量子产率（Φ PL复合物）是依赖于N 1，N的辅助配体。POF1-POF3配备有菲咯啉或联吡啶的辅助配体显示出在465-497纳米和高强烈发射带Φ PL中的56-61％的CH的范围内2氯2。联咪唑型配合物POF4-POF6对光物理和电化学性质表现出明显的取代作用。虽然发射光谱POF4和POF5显示出类似的精细结构中，Φ PL的POF5带有两个甲基基团在咪唑部分是比的显着低（5％）POF4（45％，未改性的咪唑）。POF6带有两个苯基基团在咪唑部分表现出红移和弱发射带，以及极低的Φ
• Towards an efficient blue emission cationic Ir(<scp>iii</scp>) complex with azole-type ancillary ligands: a joint theoretical and experimental study
  作者：Shao-Fen Huang、Hai-Zhu Sun、Guo-Gang Shan、Yong Wu、Min Zhang、Zhong-Min Su

  DOI：10.1039/c5nj03045e

  日期：——

  A highly efficient blue emitting cationic Ir(iii) complex based on 1,2,4-triazole-pyridine ligands modified by a simple methyl moiety is reported.

  报道了一种基于简单甲基修饰的 1,2,4-三唑-吡啶配体的高效蓝色发光阳离子 Ir(iii) 配合物。