N,N'-diphenyl-p-(benzyl-1,3,4-oxadiazole)-2,2'-bipyridine | 356062-45-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-diphenyl-p-(benzyl-1,3,4-oxadiazole)-2,2'-bipyridine
• 英文别名: DPO-bpy；N,N-diphenyl-4-[5-[2-[4-[5-[4-(N-phenylanilino)phenyl]-1,3,4-oxadiazol-2-yl]pyridin-2-yl]pyridin-4-yl]-1,3,4-oxadiazol-2-yl]aniline
• CAS: 356062-45-8
• 化学式: C₅₀H₃₄N₈O₂
• 分子量: 778.872
• InChiKey: OYEGIBRVYVPFGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  60
• 可旋转键数：
  11
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  110
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  五羰基溴化锰(I) 、 N,N'-diphenyl-p-(benzyl-1,3,4-oxadiazole)-2,2'-bipyridine 以 四氢呋喃 、 甲苯 为溶剂， 以86%的产率得到fac-(N,N'-diphenyl-p-(benzyl-1,3,4-oxadiazole)-2,2'-bipyridine)Mn(CO)3Br
  参考文献：
  名称：

  Synthesis and photophysical properties of luminescent rhenium(I) and manganese(I) polypyridine complexes containing pendant 1,3,4-oxadiazole/triarylamine assemblies

  摘要：

  A strongly absorbing and significantly luminescing diimine ligand, N,N ' -diphenyl-p-(benzyl-1,3,4-oxadiazole)-2,2 ' -bipyridine (DPO-bpy), incorporating pi -conjugated oxadiazole linkage units and remote triphenylamine groups has been synthesized and characterized, as have the corresponding mononuclear metal complexes, fac-(DPO-bpy)Re(CO)(3)Cl and fac-(DPO-bpy)Mn(CO)(3)Br. The rhenium complex was structurally characterized via X-ray crystallography. The nature of the emitting state of each of the complexes was elucidated via transient DC photoconductivity (TDCP), a technique that reports on the sign and magnitude of the difference in dipole moments between the emissive state and ground state. The TDCP signal is negative for the Re complex and is consistent with emission from a metal-to-ligand charge-transfer state. On the other hand, the TDCP signals for the Mn complex and for the free ligand are positive, with the complex yielding the larger value. The TDCP results, as well as extended Huckel calculations, support an intraligand charge-transfer assignment for the emissive states of both the Mn complex and the free ligand, with the former displaying a significantly higher emission quantum yield. (C) 2001 Published by Elsevier Science B.V.

  DOI：

  10.1016/s0020-1693(01)00400-5

文献信息

• Synthesis and photophysical properties of luminescent rhenium(I) and manganese(I) polypyridine complexes containing pendant 1,3,4-oxadiazole/triarylamine assemblies
  作者：Youngjin Kim、Frederik W.M Vanhelmont、Charlotte L Stern、Joseph T Hupp

  DOI：10.1016/s0020-1693(01)00400-5

  日期：2001.6

  A strongly absorbing and significantly luminescing diimine ligand, N,N ' -diphenyl-p-(benzyl-1,3,4-oxadiazole)-2,2 ' -bipyridine (DPO-bpy), incorporating pi -conjugated oxadiazole linkage units and remote triphenylamine groups has been synthesized and characterized, as have the corresponding mononuclear metal complexes, fac-(DPO-bpy)Re(CO)(3)Cl and fac-(DPO-bpy)Mn(CO)(3)Br. The rhenium complex was structurally characterized via X-ray crystallography. The nature of the emitting state of each of the complexes was elucidated via transient DC photoconductivity (TDCP), a technique that reports on the sign and magnitude of the difference in dipole moments between the emissive state and ground state. The TDCP signal is negative for the Re complex and is consistent with emission from a metal-to-ligand charge-transfer state. On the other hand, the TDCP signals for the Mn complex and for the free ligand are positive, with the complex yielding the larger value. The TDCP results, as well as extended Huckel calculations, support an intraligand charge-transfer assignment for the emissive states of both the Mn complex and the free ligand, with the former displaying a significantly higher emission quantum yield. (C) 2001 Published by Elsevier Science B.V.