2-[(3-Methylphenyl)methyl]pyrimidine | 1052101-63-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(3-Methylphenyl)methyl]pyrimidine
• CAS: 1052101-63-9
• 化学式: C₁₂H₁₂N₂
• 分子量: 184.241
• InChiKey: QBTSUFJGSVLSHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  碘苯二乙酸 、 2-[(3-Methylphenyl)methyl]pyrimidine 在 palladium diacetate 作用下， 以 乙酸酐 、 溶剂黄146 为溶剂， 反应 3.0h， 以90%的产率得到[4-Methyl-2-(pyrimidin-2-ylmethyl)phenyl] acetate
  参考文献：
  名称：

  Insights into Directing Group Ability in Palladium-Catalyzed C−H Bond Functionalization

  摘要：

  This paper describes a detailed investigation of factors controlling the dominance of a directing group in Pd-catalyzed ligand-directed arene acetoxylation. Mechanistic studies, involving reaction kinetics, Hammett analysis, kinetic isotope effect experiments, and the kinetic order in oxidant, have been conducted for a series of different substrates. Initial rates studies of substrates bearing different directing groups showed that these transformations are accelerated by the use of electron-withdrawing directing groups. However, in contrast, under conditions where two directing groups are in competition with one another in the same reaction flask, substrates with electron-donating directing groups react preferentially. These results are discussed in the context of the proposed mechanism for Pd-catalyzed arene acetoxylation.

  DOI：

  10.1021/ja8045519
• 作为产物：
  描述：

  bromozinc(1+),1-methanidyl-3-methylbenzene 、 alkaline earth salt of/the/ methylsulfuric acid 在 palladium diacetate 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 为溶剂， 生成 2-[(3-Methylphenyl)methyl]pyrimidine
  参考文献：
  名称：

  Insights into Directing Group Ability in Palladium-Catalyzed C−H Bond Functionalization

  摘要：

  This paper describes a detailed investigation of factors controlling the dominance of a directing group in Pd-catalyzed ligand-directed arene acetoxylation. Mechanistic studies, involving reaction kinetics, Hammett analysis, kinetic isotope effect experiments, and the kinetic order in oxidant, have been conducted for a series of different substrates. Initial rates studies of substrates bearing different directing groups showed that these transformations are accelerated by the use of electron-withdrawing directing groups. However, in contrast, under conditions where two directing groups are in competition with one another in the same reaction flask, substrates with electron-donating directing groups react preferentially. These results are discussed in the context of the proposed mechanism for Pd-catalyzed arene acetoxylation.

  DOI：

  10.1021/ja8045519

文献信息

• AROMATIC AMINE DERIVATIVES, PREPARATION METHODS THEREFOR, AND USES THEREOF
  申请人：GUANGZHOU CHINARAY OPTOELECTRONIC MATERIALS LTD.

  公开号：US20190315675A1

  公开（公告）日：2019-10-17

  The present disclosure relates to an aromatic amine derivative represented by general formula (I). The aromatic amine derivative has fluorescence emission at a short light emission wavelength, and the light-emission spectrum of the aromatic amine derivative has a narrow half-peak width, and accordingly, the material has deep-blue fluorescence emission and has a very-high light emission efficiency. An organic electroluminescent component prepared by using the aromatic amine derivative has deep-blue color coordinates, a high light emission efficiency and a long life-span.

  本公开涉及一种由通式（I）表示的芳香胺衍生物。该芳香胺衍生物在短波长下有荧光发射，且其光发射光谱具有窄的半峰宽度，因此该材料具有深蓝色荧光发射并具有非常高的光发射效率。使用该芳香胺衍生物制备的有机电致发光组件具有深蓝色坐标、高光发射效率和长寿命。
• Aromatic amine derivatives, preparation methods therefor, and uses thereof
  申请人：GUANGZHOU CHINARAY OPTOELECTRONIC MATERIALS LTD.

  公开号：US11512039B2

  公开（公告）日：2022-11-29

  The present disclosure relates to an aromatic amine derivative represented by general formula (I). The aromatic amine derivative has fluorescence emission at a short light emission wavelength, and the light-emission spectrum of the aromatic amine derivative has a narrow half-peak width, and accordingly, the material has deep-blue fluorescence emission and has a very-high light emission efficiency. An organic electroluminescent component prepared by using the aromatic amine derivative has deep-blue color coordinates, a high light emission efficiency and a long life-span.

  本公开涉及一种由通式（I）表示的芳香胺衍生物。 该芳香族胺衍生物在较短的光发射波长处具有荧光发射，并且该芳香族胺衍生物的光发射光谱具有较窄的半峰宽度，因此，该材料具有深蓝色荧光发射，并且具有极高的光发射效率。利用该芳香胺衍生物制备的有机电致发光元件具有深蓝色的颜色坐标、较高的光发射效率和较长的使用寿命。
• US7173039B2
  申请人：——

  公开号：US7173039B2

  公开（公告）日：2007-02-06