1,1'-diphenyl-1H,1'H-[4,4']bipyridinylidene | 27802-00-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,1'-diphenyl-1H,1'H-[4,4']bipyridinylidene
• 英文别名: 1,1'-Diphenyl-1H,1'H-[4,4']bipyridyliden；Pyridine, 1,4-dihydro-1-phenyl-4-(1-phenyl-4(1H)-pyridinylidene)-；1-phenyl-4-(1-phenylpyridin-4-ylidene)pyridine
• CAS: 27802-00-2
• 化学式: C₂₂H₁₈N₂
• 分子量: 310.398
• InChiKey: SNSSWBHMLPJOHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1'-diphenyl-4,4'-bipyridinium bis(hexafluorophosphate) 、 1,1'-diphenyl-1H,1'H-[4,4']bipyridinylidene 以 乙腈 为溶剂， 反应 16.0h， 以96%的产率得到
  参考文献：
  名称：

  Isolation and Characterization of Phenyl Viologen as a Radical Cation and Neutral Molecule

  摘要：

  The chemical synthesis, isolation, and characterization of phenyl viologen (PV) as a dication, radical cation, and neutral species are described. Single-crystal X-ray diffraction of PV(2+)2Cl(-)center dot 2H(2)O and PV center dot+PF(6)(-center dot)pyridine reveals the expected differences in bond lengths and also a structural change from two coplanar central rings in PV center dot+ to a twist of 36 degrees between the two central rings in PV2+. The phenyl viologen radical cation exhibits behavior characteristic of many radical cations, including weak pi-dimerization in the solid state and reversible pi-dimerization in solution. Electrical conductivity measurements of neutral phenyl viologen, the first such measurements of a neutral viologen, reveal that it is a significantly better conductor than the radical cation. Differences in geometric relaxation during charge transfer offer a possible explanation for the higher conductivity of the neutral viologen.

  DOI：

  10.1021/jo050328g
• 作为产物：
  描述：

  1,1'-diphenyl-4,4'-bipyridinium dichloride 在 锌 作用下， 以 乙醇 为溶剂， 反应 96.0h， 以70%的产率得到1,1'-diphenyl-1H,1'H-[4,4']bipyridinylidene
  参考文献：
  名称：

  Isolation and Characterization of Phenyl Viologen as a Radical Cation and Neutral Molecule

  摘要：

  The chemical synthesis, isolation, and characterization of phenyl viologen (PV) as a dication, radical cation, and neutral species are described. Single-crystal X-ray diffraction of PV(2+)2Cl(-)center dot 2H(2)O and PV center dot+PF(6)(-center dot)pyridine reveals the expected differences in bond lengths and also a structural change from two coplanar central rings in PV center dot+ to a twist of 36 degrees between the two central rings in PV2+. The phenyl viologen radical cation exhibits behavior characteristic of many radical cations, including weak pi-dimerization in the solid state and reversible pi-dimerization in solution. Electrical conductivity measurements of neutral phenyl viologen, the first such measurements of a neutral viologen, reveal that it is a significantly better conductor than the radical cation. Differences in geometric relaxation during charge transfer offer a possible explanation for the higher conductivity of the neutral viologen.

  DOI：

  10.1021/jo050328g

文献信息

• Kinetics of comproportionation of the bipyridilium salt p-cyanophenyl paraquat in propylene carbonate studied by rotating ring–disc electrodes
  作者：David R. Rosseinsky、Paul M. S. Monk

  DOI：10.1039/ft9908603597

  日期：——

  The kinetics of the comproportionation reaction CPQ2++ CPQ0→ 2CPQ+(CPQ is 1,1′-(p-cyanophenyl)-4,4′-bipyridilium) have been studied at a rotating ring–disc electrode (RRDE) in propylene carbonate solution. Some elaboration of the existing analysis is required to encompass comproportionation. The second-order rate constants for comproportionation of CPQ satisfy criteria established in the elaboration

  CPQ 2+ + CPQ 0 →2CPQ +（CPQ为1,1'-（对-氰基苯基）-4,4'-联吡啶）的相称反应动力学已于2004年在旋转圆盘电极（RRDE）上进行了研究。碳酸亚丙酯溶液。需要对现有分析进行一些详细说明，以包含相称。CPQ比例化的二阶速率常数满足在阐述中建立的标准。
• Weitz; Koenig; v. Wistinghausen, Chemische Berichte, 1924, vol. 57, p. 158,163
  作者：Weitz、Koenig、v. Wistinghausen

  DOI：——

  日期：——
• ORGANIC LIGHT EMITTING ELEMENT
  申请人：CANON KABUSHIKI KAISHA

  公开号：US20160079544A1

  公开（公告）日：2016-03-17

  Provided is an organic light emitting element having stable performance in the air. The organic light emitting element includes: an anode; a cathode; and a first organic compound layer placed between the anode and the cathode, in which: the organic light emitting element further includes a first organic compound layer placed between the cathode and the emission layer, and a second organic compound layer placed between the emission layer and the first organic compound layer, and brought into contact with the first organic compound layer; the first organic compound layer contains a first organic compound; the second organic compound layer contains a second organic compound; and the first organic compound includes an organic compound represented by the following general formula [1], and the second organic compound includes an organic compound different from the first organic compound
• US9818957B2
  申请人：——

  公开号：US9818957B2

  公开（公告）日：2017-11-14
• Isolation and Characterization of Phenyl Viologen as a Radical Cation and Neutral Molecule
  作者：William W. Porter、Thomas P. Vaid

  DOI：10.1021/jo050328g

  日期：2005.6.1

  The chemical synthesis, isolation, and characterization of phenyl viologen (PV) as a dication, radical cation, and neutral species are described. Single-crystal X-ray diffraction of PV(2+)2Cl(-)center dot 2H(2)O and PV center dot+PF(6)(-center dot)pyridine reveals the expected differences in bond lengths and also a structural change from two coplanar central rings in PV center dot+ to a twist of 36 degrees between the two central rings in PV2+. The phenyl viologen radical cation exhibits behavior characteristic of many radical cations, including weak pi-dimerization in the solid state and reversible pi-dimerization in solution. Electrical conductivity measurements of neutral phenyl viologen, the first such measurements of a neutral viologen, reveal that it is a significantly better conductor than the radical cation. Differences in geometric relaxation during charge transfer offer a possible explanation for the higher conductivity of the neutral viologen.