5-benzoyl-2-phenylpyridine | 30091-51-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-benzoyl-2-phenylpyridine
• 英文别名: phenyl(6-phenylpyridin-3-yl)methanone；2-Phenyl-5-benzoylpyridin；Phenyl(6-phenyl-3-pyridinyl)methanone；phenyl-(6-phenylpyridin-3-yl)methanone
• CAS: 30091-51-1
• 化学式: C₁₈H₁₃NO
• 分子量: 259.307
• InChiKey: DIOIXAMPPPIEDR-UHFFFAOYSA-N

物化性质

• 熔点：
  89.5 °C
• 沸点：
  430.0±33.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-benzoyl-2-phenylpyridine 在 乙醇 、 五氯化磷 、 水 、 羟胺 作用下， 生成 5-氨基-2-苯基吡啶
  参考文献：
  名称：

  Nienburg, Chemische Berichte, 1934, vol. 67, p. 874,877, 878

  摘要：

  DOI：
• 作为产物：
  描述：

  3 - （二甲氨基）- 1 -苯基 -2-丙烯-1-酮 在 乙酸铵 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以75%的产率得到5-benzoyl-2-phenylpyridine
  参考文献：
  名称：

  ENAMINONES IN ORGANIC SYNTHESIS: A NOVEL SYNTHESIS OF 1,3,5-TRISUBSTITUTED BENZENE DERIVATIVES AND OF 2-SUBSTITUTED-5-AROYLPYRIDINES

  摘要：

  Enaminones undergo self-condensation on reflux in acidic media yielding 1,3,5-trisubstituted benzene in very high yields. Reaction of enaminones 1a,b with ethyl propiolate affords 5-aroyl-1,3 -benzene dicarboxylate derivatives.

  DOI：

  10.1081/scc-120001996

文献信息

• Silver-Catalyzed Minisci Reactions Using Selectfluor as a Mild Oxidant
  作者：Jordan D. Galloway、Duy N. Mai、Ryan D. Baxter

  DOI：10.1021/acs.orglett.7b02706

  日期：2017.11.3

  A new method for silver-catalyzed Minisci reactions using Selectfluor as a mild oxidant is reported. Heteroarenes and quinones both participate in radical C–H alkylation and arylation from a variety of carboxylic and boronic acid radical precursors. Several oxidatively sensitive and highly reactive radical species are successful, providing structures that are challenging to access by other means.

  报道了一种使用Selectfluor作为温和氧化剂进行银催化Minisci反应的新方法。杂芳烃和醌都参与各种羧酸和硼酸自由基前体的C–H自由基烷基化和芳基化。几种具有氧化敏感性和高反应性的自由基物种非常成功，它们提供了难以通过其他方式接近的结构。
• HMPA-Catalyzed Transfer Hydrogenation of 3-Carbonyl Pyridines and Other N-Heteroarenes with Trichlorosilane
  作者：Yun Fu、Jian Sun

  DOI：10.3390/molecules24030401

  日期：——

  A method for the HMPA (hexamethylphosphoric triamide)-catalyzed metal-free transfer hydrogenation of pyridines has been developed. The functional group tolerance of the existing reaction conditions provides easy access to various piperidines with ester or ketone groups at the C-3 site. The suitability of this method for the reduction of other N-heteroarenes has also been demonstrated. Thirty-three examples of different substrates have been reduced to designed products with 45–96% yields.

  已经开发出一种六甲基磷酰三胺（HMPA）催化的无金属转移氢化吡啶的方法。现有反应条件下的官能团耐受性使得容易获得C-3位点带有酯基或酮基的各种哌啶。还证明了这种方法适用于还原其他N-杂芳烃。已经有33个不同底物的例子被还原为设计的产品，产率为45-96%。

• An Improved Synthesis of Pyridine−Thiazole Cores of Thiopeptide Antibiotics
  作者：Virender S. Aulakh、Marco A. Ciufolini

  DOI：10.1021/jo900950x

  日期：2009.8.7

  oxidation of 2-methylthiazoles to 2-formylthiazoles simplifies the implementation of the Bagley variant of the Bohlmann−Rahtz reaction as a key step in a concise new route to pyridine cores of thiopeptide antibiotics.

  将2-甲基噻唑氧化为2-甲酰基噻唑简化了Bohlmann-Rahtz反应的Bagley变体的实施，这是在简化的硫肽抗生素吡啶核新途径中的关键步骤。
• Efficient Red Phosphorescent OLEDs Using Ir(III) Complexes Based on Bezoylphenylpyridine and the Various Ancillary Ligands
  作者：Jin Soo Hwang、Kum Hee Lee、Seok Jae Lee、Young Kwan Kim、Seung Soo Yoon

  DOI：10.1166/jnn.2014.8441

  日期：2014.8.1

  A series of red phosphorescent Ir(III) complexes 1–5 based on benzoylphenylpyridine and various ancillary ligands were synthesized and their photophysical properties were investigated. The EL efficiencies were quite sensitive to the structural features of the dopants in the emitting layers. Particularly, using complex 5 as a dopant in emitting layer, a high-efficiency orange-red OLED was fabricated, showing the maximum luminance of 16900 cd/m2 at 12 V, the luminous efficiency of 12.8 cd/A, the power efficiency of 4.48 lm/W, the external quantum efficiency of 9.65% at 20 mA/cm2 and CIE x,y coordinates of (0.609, 0.390) at 12 V.

  一系列基于苯甲酰苯基吡啶和各种辅助配体的红色磷光铱(III)配合物1-5被合成并研究了它们的光物理性质。电致发光效率对发光层中掺杂剂的结构特征非常敏感。特别地，使用配合物5作为发光层中的掺杂剂，制备了一种高效橙红色OLED，其在12V电压下显示出最大亮度为16900坎德拉/平方米，发光效率为12.8坎德拉/安培，功率效率为4.48流明/瓦特，在20毫安/平方厘米时的外部量子效率为9.65%，在12V电压下的CIE坐标为(0.609, 0.390)。
• Novel red electroluminescent compounds and organic electronluminescent device using same
  申请人：Gracel Display Inc.

  公开号：EP2019108A3

  公开（公告）日：2009-04-08

  The present invention relates to novel red phosphorescent compounds exhibiting high luminous efficiency, and organic electroluminescent devices comprising the same.

  本发明涉及一种新型的红色磷光化合物，具有高发光效率，并且包括这种化合物的有机电致发光器件。