2-(3,5-trifluoromethylphenyl)-5-trifluoromethylpyridine | 1040405-67-1

• 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-(3,5-trifluoromethylphenyl)-5-trifluoromethylpyridine
• 英文别名: Htfmppy；2-[3,5-Bis(trifluoromethyl)phenyl]-5-(trifluoromethyl)pyridine；2-[3,5-bis(trifluoromethyl)phenyl]-5-(trifluoromethyl)pyridine
• CAS: 1040405-67-1
• 化学式: C₁₄H₆F₉N
• 分子量: 359.194
• InChiKey: PPYQQEMFFNTELP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2-吡啶甲酸 、 氯化铱(III) 水合物 、 2-(3,5-trifluoromethylphenyl)-5-trifluoromethylpyridine 以 乙二醇乙醚 、 水 、 1,2-二氯乙烷 为溶剂， 以64%的产率得到irridium(III) bis[2-(3,5-trifluoromethylphenyl)-5-trifluoromethylpyridinato-N,C2'] picolinate
  参考文献：
  名称：

  Synthesis and characterization of phosphorescent iridium complexes containing trifluoromethyl-substituted phenyl pyridine based ligands

  摘要：

  Several iridium complexes containing trifluoromethyl-substituted phenyl pyridine based ligands have been synthesized and characterized to try to investigate the effect of trifluoromethyl group and its position on physical properties. The complexes have the general structure of (C-N)(2)Ir(LX), where the C-N are 2-phenylpyridine (ppy), 2-(3,5-bis-trifluoromethylphenyl)pyridine (fmppy), 2-(3,5-bis-trifluoromethylphenyl)-4-methylpyridine (fmpmpy), 2-(3,5-bis-trifluoromethylphenyl)-5-trifluoromethylpyridine (tfmppy) and the LX are 2-picolinic acid (pic) and acetylacetonate (acac). The (tfmppy)(2)Ir(pic) was characterized using X-ray crystallography. The absorption, emission, and thermostability of the complexes were systematically investigated. Introduction of CF3 substituents into 2-phenylpyridine in (ppy)(2)Ir(pic) lead to some decrease in the sublimation temperature, which is more suitable to devices fabrication. The experimental results revealed that the emissive colors of these complexes could be finely tuned by suitable incorporation of trifluoromethyl substituents on the 2-phenylpyridine ligand, obtaining bright green-blue emission lambda(max) values from 471 to 489 nm in CH2Cl2 solution at room temperature, with high solution quantum efficiencies ranging from 0.37 to 1.89 relative to Ir(ppy)(3). (C) 2008 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.12.028
• 作为产物：
  描述：

  2-氯-5-三氟甲基吡啶 、 3,5-双(三氟甲基)苯硼酸 在 palladium diacetate 、 potassium carbonate 、 4,6-二(二苯基膦)吩嗪 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 6.0h， 以88%的产率得到2-(3,5-trifluoromethylphenyl)-5-trifluoromethylpyridine
  参考文献：
  名称：

  室温钯催化的芳基硼酸与芳基氯化物的Suzuki-Miyaura偶联†

  摘要：

  本文介绍了一种有效的室温钯催化的Suzuki-Miyaura芳基硼酸与芳基氯化物的交叉偶联反应。Pd（OAc）2 / NiXantphos催化剂体系能够在室温下以良好至优异的收率（平均收率> 90％）进行偶联反应。

  DOI：

  10.1039/c5ra19790b

文献信息

• ORGANIC IRIDIUM COMPLEX FOR ORGANIC ELECTROLUMINESCENT ELEMENTS
  申请人：Tanaka Kikinzoku Kogyo K.K.

  公开号：EP3187503A1

  公开（公告）日：2017-07-05

  The present invention provides an organometallic complex having a high quantum efficiency even in a polymer thin film as a emitting material for organic electroluminescent (EL) element. The present invention relates to an organoiridium complex for an organic electroluminescent element represented by the following Formula; wherein a C-N ligand including two atomic groups (A1, A2), and a β-diketone) ligand in line symmetry having two tert-butyl-substituted phenyl groups are coordinated with an iridium atom. The organoiridium complex of the present invention has a high quantum efficiency even in a polymer thin film with respect to green to yellow electroluminescence. (In the aforementioned Formula, R1, R2, and R3 are each a tert-butyl group or a hydrogen atom, and have at least one tert-butyl group; they may bond each other to thereby form a saturated hydrocarbon ring, when having two tert-butyl groups; A1, A2 are each an unsaturated hydrocarbon ring, at least one is a single ring, and at least one is a heterocyclic ring.)

  本发明提供了一种即使在聚合物薄膜中也具有高量子效率的有机金属配合物，作为有机电致发光元件的发光材料。本发明涉及一种用于有机电致发光元件的有机铱配合物，由下式表示；其中包括两个原子团（A1，A2）的C-N配体和具有两个叔丁基取代苯基的β-二酮）配体与铱原子配位。即使在聚合物薄膜中，本发明的有机铱配合物也具有很高的量子效率，可发出绿色至黄色的电致发光。 (在上述式中，R1、R2和R3各自是叔丁基或氢原子，且至少有一个叔丁基；当具有两个叔丁基时，它们可以相互键合从而形成饱和烃环；A1、A2各自是不饱和烃环，至少有一个是单环，至少有一个是杂环)。
• ORGANOIRIDIUM COMPLEX FOR ORGANIC ELECTROLUMINESCENT ELEMENT
  申请人：Tanaka Kikinzoku Kogyo K.K.

  公开号：EP3187503B1

  公开（公告）日：2019-03-27
• Room-temperature palladium-catalysed Suzuki–Miyaura coupling of arylboric acid with aryl chlorides
  作者：Dan Wang、Hong-Guan Chen、Xin-Chuan Tian、Xiao-Xia Liang、Feng-Zhen Chen、Feng Gao

  DOI：10.1039/c5ra19790b

  日期：——

  An efficient room-temperature Pd-catalyzed Suzuki–Miyaura cross-coupling reaction of aryl-boronic acids with aryl chlorides is communicated here. The Pd(OAc)2/NiXantphos catalyst system enables the coupling reaction at room temperature in good to excellent yields (average yield >90%).

  本文介绍了一种有效的室温钯催化的Suzuki-Miyaura芳基硼酸与芳基氯化物的交叉偶联反应。Pd（OAc）2 / NiXantphos催化剂体系能够在室温下以良好至优异的收率（平均收率> 90％）进行偶联反应。
• Synthesis and characterization of phosphorescent iridium complexes containing trifluoromethyl-substituted phenyl pyridine based ligands
  作者：MaoLiang Xu、Rui Zhou、GeYang Wang、Qi Xiao、WeiSong Du、GuangBo Che

  DOI：10.1016/j.ica.2007.12.028

  日期：2008.6

  Several iridium complexes containing trifluoromethyl-substituted phenyl pyridine based ligands have been synthesized and characterized to try to investigate the effect of trifluoromethyl group and its position on physical properties. The complexes have the general structure of (C-N)(2)Ir(LX), where the C-N are 2-phenylpyridine (ppy), 2-(3,5-bis-trifluoromethylphenyl)pyridine (fmppy), 2-(3,5-bis-trifluoromethylphenyl)-4-methylpyridine (fmpmpy), 2-(3,5-bis-trifluoromethylphenyl)-5-trifluoromethylpyridine (tfmppy) and the LX are 2-picolinic acid (pic) and acetylacetonate (acac). The (tfmppy)(2)Ir(pic) was characterized using X-ray crystallography. The absorption, emission, and thermostability of the complexes were systematically investigated. Introduction of CF3 substituents into 2-phenylpyridine in (ppy)(2)Ir(pic) lead to some decrease in the sublimation temperature, which is more suitable to devices fabrication. The experimental results revealed that the emissive colors of these complexes could be finely tuned by suitable incorporation of trifluoromethyl substituents on the 2-phenylpyridine ligand, obtaining bright green-blue emission lambda(max) values from 471 to 489 nm in CH2Cl2 solution at room temperature, with high solution quantum efficiencies ranging from 0.37 to 1.89 relative to Ir(ppy)(3). (C) 2008 Elsevier B. V. All rights reserved.