4-甲基-2-(3,4,5-三氟苯基)吡啶 | 596815-61-1

• 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
• 中文名称: 4-甲基-2-(3,4,5-三氟苯基)吡啶
• 英文名称: 4-methyl-2-(3,4,5-trifluorophenyl)pyridine
• 英文别名: 2-(3,4,5-trifluorophenyl)-4-methylpyridine；4-Methyl-2-(3,4,5-trifluorophenyl)pyridine
• CAS: 596815-61-1
• 化学式: C₁₂H₈F₃N
• 分子量: 223.197
• InChiKey: WUPSQVKQNQYVGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-吡啶甲酸 、 氯化铱(III) 水合物 、 4-甲基-2-(3,4,5-三氟苯基)吡啶 以 乙二醇乙醚 、 水 、 1,2-二氯乙烷 为溶剂， 以40%的产率得到iridium(III) bis(2-(3,4,5-trifluorophenyl)-4-methylpyridinato-N,C(2'))picolate
  参考文献：
  名称：

  Blue phosphorescent iridium complexes based on 2-(fluoro substituted phenyl)-4-methylpyridines: Synthesis, crystal structure, and photophysics

  摘要：

  A series blue phosphorescent emitting materials based on 2-(fluoro substituted phenyl)-4-methylpyridine as the cyclometalated ligands have been synthesized and characterized. The complexes have the general structure (C(boolean AND)N)(2)Ir(pic), where C(boolean AND)N is a monoanionic cyclometalating ligand (e.g., 2-(2,4-difluorophenyl)4-methylpyridine (24f(2)pmpyH), 2-(3,4-difluorophenyl)-4-methylpyridine (34f(2)pmpyH), 2-(3,5difluorophenyl)-4-methylpyridine (35f(2)pmpyH), and 2-(3,4,5-trifluorophenyl)-4-methyl-pyridine (345f(3) pmpyH)), pic is 2-picolinic acid. The absorption, emission, cyclic voltammetry and thermostability of the complexes were systematically investigated. The (46f(2)pmpy)(2)Ir(pic) has been characterized using X-ray crystallography and the electronic ground state calculated using B3LYP density functional theory. HOMO levels are a mixture of Ir and 2-(fluoro phenyl)-4-methylpyridine ligand orbitals, while the LUMO is predominantly pic ligand based. Introduction of fluorine atoms and methyl group into ppy ligand and changing in position of F substituents in phenyl ring can finely tune emission of the complexes, showing bright blue-to-green luminescence at a wavelength of 463-501 nm at room temperature in CH(2)Cl(2). (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2008.09.054
• 作为产物：
  描述：

  4-methyl-6-(pentafluorophenyl)pyridine 在 三乙基硅烷 、 bis(η3-allyl-μ-chloropalladium(II)) 、 sodium carbonate 、 1,2-双(二苯基膦)乙烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以74%的产率得到4-甲基-2-(3,4,5-三氟苯基)吡啶
  参考文献：
  名称：

  钯催化的邻选择性Ç ？F用三乙基硅烷活化多氟芳烃：轻松获得部分氟化的芳烃

  摘要：

  PdF：简单的催化体系，广泛的底物范围和高度的多功能性为部分氟化的芳族化合物提供了有用且便捷的途径（请参阅方案）。调节反应条件使得可以制备各种各样的产物结构。

  DOI：

  10.1002/anie.201300400

文献信息

• 含氟芳烃衍生物的选择性氢化还原方法
  申请人：中国科学院上海有机化学研究所

  公开号：CN103193568B

  公开（公告）日：2017-11-07

  本发明公开了一种含氟芳烃衍生物的选择性氢化还原方法，具体地，公开了通式C1、C2或C3所示化合物的制备方法，该方法包括步骤：在催化剂存在下，将通式A1、A2或A3所示化合物与通式B所示化合物进行反应，从而形成通式C1、C2或C3所示化合物。
• Palladium-Catalyzed<i>Ortho</i>-Selective CF Activation of Polyfluoroarenes with Triethylsilane: A Facile Access to Partially Fluorinated Aromatics
  作者：Zhao Chen、Chun-Yang He、Zengsheng Yin、Liye Chen、Yi He、Xingang Zhang

  DOI：10.1002/anie.201300400

  日期：2013.5.27

  PdF: A simple catalytic system, broad substrate scope, and high versatility provide a useful and facile access to partially fluorinated aromatics (see scheme). Tuning the reaction conditions enables a diverse range of product structures to be prepared.

  PdF：简单的催化体系，广泛的底物范围和高度的多功能性为部分氟化的芳族化合物提供了有用且便捷的途径（请参阅方案）。调节反应条件使得可以制备各种各样的产物结构。
• Blue phosphorescent iridium complexes based on 2-(fluoro substituted phenyl)-4-methylpyridines: Synthesis, crystal structure, and photophysics
  作者：Maoliang Xu、Rui Zhou、GeYang Wang、Jiyi Yu

  DOI：10.1016/j.ica.2008.09.054

  日期：2009.5

  A series blue phosphorescent emitting materials based on 2-(fluoro substituted phenyl)-4-methylpyridine as the cyclometalated ligands have been synthesized and characterized. The complexes have the general structure (C(boolean AND)N)(2)Ir(pic), where C(boolean AND)N is a monoanionic cyclometalating ligand (e.g., 2-(2,4-difluorophenyl)4-methylpyridine (24f(2)pmpyH), 2-(3,4-difluorophenyl)-4-methylpyridine (34f(2)pmpyH), 2-(3,5difluorophenyl)-4-methylpyridine (35f(2)pmpyH), and 2-(3,4,5-trifluorophenyl)-4-methyl-pyridine (345f(3) pmpyH)), pic is 2-picolinic acid. The absorption, emission, cyclic voltammetry and thermostability of the complexes were systematically investigated. The (46f(2)pmpy)(2)Ir(pic) has been characterized using X-ray crystallography and the electronic ground state calculated using B3LYP density functional theory. HOMO levels are a mixture of Ir and 2-(fluoro phenyl)-4-methylpyridine ligand orbitals, while the LUMO is predominantly pic ligand based. Introduction of fluorine atoms and methyl group into ppy ligand and changing in position of F substituents in phenyl ring can finely tune emission of the complexes, showing bright blue-to-green luminescence at a wavelength of 463-501 nm at room temperature in CH(2)Cl(2). (c) 2008 Elsevier B.V. All rights reserved.