2-(4-n-butoxyphenyl)-5-phenyl-1,3,4-oxadiazole | 1086096-29-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-n-butoxyphenyl)-5-phenyl-1,3,4-oxadiazole
• 英文别名: 2-(4-butyloxyphenyl)-5-phenyl[1,3,4]oxadiazole；2-(4-Butoxyphenyl)-5-phenyl-1,3,4-oxadiazole
• CAS: 1086096-29-8
• 化学式: C₁₈H₁₈N₂O₂
• 分子量: 294.353
• InChiKey: DJLJEAGHYTWCNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(p-butyloxyphenylcarbonyl)-2-phenylcarbonylhydrazine 在 三氯氧磷 作用下， 以82%的产率得到2-(4-n-butoxyphenyl)-5-phenyl-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis, characterization, and optoelectronic properties of heteroleptic iridium complexes containing substituted 1,3,4-oxadiazole and β-diketone as ligands

  摘要：

  The new heteroleptic iridium(III) complexes (BuOXD)(2)Ir(tta) and (BuOXD)(2)Ir(tmd) [BuOXD=2-(4-butyloxyphenyl)-5-phenyl[1,3,4]oxadiazolato-N4,C2, tta=1,1,1-trifluoro-4-thienylbutane-2,4-dionato, tmd 2,2,6,6-tetramethylheptane-3,5-dionato] have been synthesized and characterized. These complexes have two cyclometalated ligands ((CN)-N-boolean AND) and a bidentate diketone ligand (X) [(CN)-N-boolean AND)(2)Ir(X)], where X is a beta-diketone with trifluoromethyl, theonyl or t-butyl groups. The color tuning with the change in electronegativity of substituents in the beta-diketones has been studied. Photoluminescence spectra of the complexes showed peak emissions at 523 and 549 nm, respectively. The electroluminescent properties of these complexes have been studied by fabricating multi layer devices with device structure ITO/alpha-NPD/8% iridium complex doped CBP/BCP/Alq(3)/LiF/Al. The electroluminescence spectra also showed peak emissions at 526 and 570 nm for (BuOXD)(2)Ir(tta) and (BuOXD)(2)Ir(tmd), respectively. These metal complexes showed good thermal stability in air to 340 degrees C.

  DOI：

  10.1080/00958972.2012.654784

文献信息

• Cu(II) Catalyzed Imine C–H Functionalization Leading to Synthesis of 2,5-Substituted 1,3,4-Oxadiazoles
  作者：Srimanta Guin、Tuhin Ghosh、Saroj Kumar Rout、Arghya Banerjee、Bhisma K. Patel

  DOI：10.1021/ol202409r

  日期：2011.11.18

  symmetrical and unsymmetrical 2,5-disubstituted [1,3,4]-oxadiazoles has been accomplished through an imine C–H functionalization of N-arylidenearoylhydrazide using a catalytic quantity of Cu(OTf)2. This is the first example of amidic oxygen functioning as a nucleophile in a Cu-catalyzed oxidative coupling of an imine C–H bond. These reactions can be performed in air atmosphere and moisture making it exceptionally

  通过使用催化量的Cu（OTf）2的N-亚芳基芳酰肼的亚胺CH功能化，可以直接获得对称和不对称的2,5-二取代的[1,3,4]-恶二唑。这是亚酰胺氧在亚胺C–H键的Cu催化氧化偶联中起亲核试剂作用的第一个例子。这些反应可以在空气中和湿气中进行，使其特别适用于有机合成。
• Synthesis, characterization, and optoelectronic properties of heteroleptic iridium complexes containing substituted 1,3,4-oxadiazole and β-diketone as ligands
  作者：Amit Kumar、Ritu Srivastava、Partap S. Kadyan、Modeeparampil N. Kamalasanan、Ishwar Singh

  DOI：10.1080/00958972.2012.654784

  日期：2012.2.10

  The new heteroleptic iridium(III) complexes (BuOXD)(2)Ir(tta) and (BuOXD)(2)Ir(tmd) [BuOXD=2-(4-butyloxyphenyl)-5-phenyl[1,3,4]oxadiazolato-N4,C2, tta=1,1,1-trifluoro-4-thienylbutane-2,4-dionato, tmd 2,2,6,6-tetramethylheptane-3,5-dionato] have been synthesized and characterized. These complexes have two cyclometalated ligands ((CN)-N-boolean AND) and a bidentate diketone ligand (X) [(CN)-N-boolean AND)(2)Ir(X)], where X is a beta-diketone with trifluoromethyl, theonyl or t-butyl groups. The color tuning with the change in electronegativity of substituents in the beta-diketones has been studied. Photoluminescence spectra of the complexes showed peak emissions at 523 and 549 nm, respectively. The electroluminescent properties of these complexes have been studied by fabricating multi layer devices with device structure ITO/alpha-NPD/8% iridium complex doped CBP/BCP/Alq(3)/LiF/Al. The electroluminescence spectra also showed peak emissions at 526 and 570 nm for (BuOXD)(2)Ir(tta) and (BuOXD)(2)Ir(tmd), respectively. These metal complexes showed good thermal stability in air to 340 degrees C.