2-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]pyridine | 922495-54-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]pyridine
• 英文别名: 2-[4-(5-Phenyl-1,3,4-oxadiazol-2-yl)phenyl]pyridine；2-phenyl-5-(4-pyridin-2-ylphenyl)-1,3,4-oxadiazole
• CAS: 922495-54-3
• 化学式: C₁₉H₁₃N₃O
• 分子量: 299.332
• InChiKey: YUVIKPDTEHRXRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 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：
  51.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  iridium(III) acetylacetonate 、 2-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]pyridine 在 anthracene 作用下， 以 neat (no solvent) 为溶剂， 以50%的产率得到fac-[Ir(2-[4-[5-phenyl-[1,3,4]oxodiazol-2-yl]-phenyl]-pyridine(-H))3]
  参考文献：
  名称：

  Synthesis, structure, photophysical and electrochemical properties of series of new fac-triscyclometallated iridium complexes with carbazole or oxadiazole moieties

  摘要：

  A series of new fac-triscyclometallated iridium complexes Ir(Ln)(3) (n = 1-6) (L-1: 2-{4-[5-phenyl-[1,3,4] oxadiazol-2-yl]-phenyl}-pyridine, L2: 2-{4-[5-(4-tert-butyl-phenyl)-[1,3,4] oxadiazol-2-yl]-phenyl}pyridine, L3: 9-(4-pyridin-2-yl-phenyl)-9H-carbazole, L4: 1-[4-(5-phenyl-[1,3,4] oxadiazol-2-yl)-phenyl]- isoquinoline, L5: 1-{4-[5-(4-tert-butyl-phenyl)-[1,3,4] oxadiazol-2-yl]-phenyl}-isoquinoline, L6: 9-(4-isoquinolin-1-yl-phenyl)-9H-carbazole) based on Ir(ppy)(3) (ppy = phenyl-pyridine) and Ir(piq)(3) (piq = 1-phenylisoquinoline) were synthesized from Ir(acac)(3) and corresponding ligands by a new and effective way using anthracene as a solvent. Single-crystal X-ray diffraction spectra of three complexes were studied and the iridium centers were found to adopt distorted octahedral coordination geometry. UV-Vis, photoluminescence, cyclic voltammetry were employed for studying the photophysical and electrochemical properties. These complexes exhibit intense phosphorescence in toluene solution at room temperature with high quantum efficiencies (0.07-0.58) and submicrosecond lifetimes (0.57-0.87 mu s). (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.05.010
• 作为产物：
  描述：

  2-(4-溴苯基)-5-苯基-1,3,4-恶二唑 在 四(三苯基膦)钯 、 正丁基锂 、 sodium carbonate 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 28.75h， 生成 2-[4-(5-phenyl-1,3,4-oxadiazol-2-yl)phenyl]pyridine
  参考文献：
  名称：

  Synthesis, structure, photophysical and electrochemical properties of series of new fac-triscyclometallated iridium complexes with carbazole or oxadiazole moieties

  摘要：

  A series of new fac-triscyclometallated iridium complexes Ir(Ln)(3) (n = 1-6) (L-1: 2-{4-[5-phenyl-[1,3,4] oxadiazol-2-yl]-phenyl}-pyridine, L2: 2-{4-[5-(4-tert-butyl-phenyl)-[1,3,4] oxadiazol-2-yl]-phenyl}pyridine, L3: 9-(4-pyridin-2-yl-phenyl)-9H-carbazole, L4: 1-[4-(5-phenyl-[1,3,4] oxadiazol-2-yl)-phenyl]- isoquinoline, L5: 1-{4-[5-(4-tert-butyl-phenyl)-[1,3,4] oxadiazol-2-yl]-phenyl}-isoquinoline, L6: 9-(4-isoquinolin-1-yl-phenyl)-9H-carbazole) based on Ir(ppy)(3) (ppy = phenyl-pyridine) and Ir(piq)(3) (piq = 1-phenylisoquinoline) were synthesized from Ir(acac)(3) and corresponding ligands by a new and effective way using anthracene as a solvent. Single-crystal X-ray diffraction spectra of three complexes were studied and the iridium centers were found to adopt distorted octahedral coordination geometry. UV-Vis, photoluminescence, cyclic voltammetry were employed for studying the photophysical and electrochemical properties. These complexes exhibit intense phosphorescence in toluene solution at room temperature with high quantum efficiencies (0.07-0.58) and submicrosecond lifetimes (0.57-0.87 mu s). (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.05.010

文献信息

• Phosphorescent Platinum(II) Complexes Derived from Multifunctional Chromophores:  Synthesis, Structures, Photophysics, and Electroluminescence
  作者：Ze He、Wai-Yeung Wong、Xiaoming Yu、Hoi-Sing Kwok、Zhenyang Lin

  DOI：10.1021/ic061566c

  日期：2006.12.1

  are integrated into a single molecule. These neutral metal chelates display good thermal stability (>250 degrees C under N2) and morphological stability. All of them exhibit intense ligand-centered fluorescence and phosphorescence in fluid solutions at room temperature, but the emission spectra become largely dominated by triplet emission bands in CH2Cl2 glass at 77 K. Substituents with different electronic

  据报道，新型的三官能团Pt（II）环金属化配合物的合成，结构，光物理，电化学和电致发光性能，其中空穴传输性三芳基胺，电子传输性恶二唑和电致发光金属组分被整合到一个分子中。这些中性金属螯合物显示出良好的热稳定性（在N2下> 250摄氏度）和形态稳定性。它们都在室温下在流体溶液中表现出强烈的以配体为中心的荧光和磷光，但是发射光谱在77 K的CH2Cl2玻璃中主要由三重态发射带支配。将具有不同电子性质的取代基引入双极环金属化配体中-调整化合物的吸收和发射特性，并将结果与​​使用密度泛函理论的理论计算相关联。还对我们的多功能系统的光物理和电化学与仅源自每个组成成分的光物理和电化学进行了比较并进行了讨论。这些Pt配合物可以进行真空升华，并用作发光掺杂剂，用于制造气相沉积的电致磷光有机发光器件（OLED），该器件通常具有良好的器件性能，效率高达3.6％，11.0 cd A-1和1.5％cd A-1。 5
• Novel Method of Synthesizing Various Five Membered Heterocycles from an Aryl Tribromomethyl Group
  作者：Robert Tynebor、Elizabeth Millings

  DOI：10.1080/00397911.2012.679331

  日期：2013.7.18

  Synthesis of five membered heterocycles from an aryl tribromomethyl functional group is discussed. Exposing a tribromomethyl group to subsequent nucleophilic attacks by a 1,2-di-nucleophilic species promotes the cyclization of five membered heterocycles. Such heterocycles as oxadiazoles, thiadiazole, benzimidazole, benzothioazole, and benzoxazole were synthesized in moderate to good yields. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.
• Synthesis, structure, photophysical and electrochemical properties of series of new fac-triscyclometallated iridium complexes with carbazole or oxadiazole moieties
  作者：Qiu-Lei Xu、Hong-Yan Li、Cheng-Cheng Wang、Song Zhang、Tian-Yi Li、Yi-Ming Jing、You-Xuan Zheng、Wei Huang、Jing-Lin Zuo、Xiao-Zeng You

  DOI：10.1016/j.ica.2012.05.010

  日期：2012.8

  A series of new fac-triscyclometallated iridium complexes Ir(Ln)(3) (n = 1-6) (L-1: 2-4-[5-phenyl-[1,3,4] oxadiazol-2-yl]-phenyl}-pyridine, L2: 2-4-[5-(4-tert-butyl-phenyl)-[1,3,4] oxadiazol-2-yl]-phenyl}pyridine, L3: 9-(4-pyridin-2-yl-phenyl)-9H-carbazole, L4: 1-[4-(5-phenyl-[1,3,4] oxadiazol-2-yl)-phenyl]- isoquinoline, L5: 1-4-[5-(4-tert-butyl-phenyl)-[1,3,4] oxadiazol-2-yl]-phenyl}-isoquinoline, L6: 9-(4-isoquinolin-1-yl-phenyl)-9H-carbazole) based on Ir(ppy)(3) (ppy = phenyl-pyridine) and Ir(piq)(3) (piq = 1-phenylisoquinoline) were synthesized from Ir(acac)(3) and corresponding ligands by a new and effective way using anthracene as a solvent. Single-crystal X-ray diffraction spectra of three complexes were studied and the iridium centers were found to adopt distorted octahedral coordination geometry. UV-Vis, photoluminescence, cyclic voltammetry were employed for studying the photophysical and electrochemical properties. These complexes exhibit intense phosphorescence in toluene solution at room temperature with high quantum efficiencies (0.07-0.58) and submicrosecond lifetimes (0.57-0.87 mu s). (C) 2012 Elsevier B.V. All rights reserved.