5-[2-(4-Tert-butylphenyl)ethynyl]-2-(4-ethynylphenyl)pyrimidine | 372954-65-9

• 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: 5-[2-(4-Tert-butylphenyl)ethynyl]-2-(4-ethynylphenyl)pyrimidine
• CAS: 372954-65-9
• 化学式: C₂₄H₂₀N₂
• 分子量: 336.436
• InChiKey: QCBUJAZKJOAWHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• 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：

  1,4-二碘-2,5-二(辛基氧基)苯 、 5-[2-(4-Tert-butylphenyl)ethynyl]-2-(4-ethynylphenyl)pyrimidine 在 四(三苯基膦)钯 copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以45%的产率得到5-[2-(4-Tert-butylphenyl)ethynyl]-2-[4-[2-[4-[2-[4-[5-[2-(4-tert-butylphenyl)ethynyl]pyrimidin-2-yl]phenyl]ethynyl]-2,5-dioctoxyphenyl]ethynyl]phenyl]pyrimidine
  参考文献：
  名称：

  Synthesis and properties of pyrimidine-containing linear molecules

  摘要：

  Palladium-catalyzed Stille and Sonogashira. coupling reactions were sequentially applied for constructing novel pyrimidine-containing linear molecules. The chemoselectivity of 5-bromo-2-iodopyrimidine (1) towards Pd-catalyzed coupling reaction serves as a tool for the successful control of the arrangement of dipolar pyrimidine moieties inside the conjugated backbone. The influence of the arrangement of dipolar pyrimidine in the linear backbone on their absorption and photoluminescence are not stupendous. Thermogravimetric analysis (TGA) indicate that all linear molecules in this study exhibit high thermal stability. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01275-8
• 作为产物：
  描述：

  trimethyl-(4-tributylstannanyl-phenylethynyl)-silane 在 bis-triphenylphosphine-palladium(II) chloride 、 四(三苯基膦)钯 sodium hydroxide 、 copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 水 、 甲苯 为溶剂， 生成 5-[2-(4-Tert-butylphenyl)ethynyl]-2-(4-ethynylphenyl)pyrimidine
  参考文献：
  名称：

  Synthesis and properties of pyrimidine-containing linear molecules

  摘要：

  Palladium-catalyzed Stille and Sonogashira. coupling reactions were sequentially applied for constructing novel pyrimidine-containing linear molecules. The chemoselectivity of 5-bromo-2-iodopyrimidine (1) towards Pd-catalyzed coupling reaction serves as a tool for the successful control of the arrangement of dipolar pyrimidine moieties inside the conjugated backbone. The influence of the arrangement of dipolar pyrimidine in the linear backbone on their absorption and photoluminescence are not stupendous. Thermogravimetric analysis (TGA) indicate that all linear molecules in this study exhibit high thermal stability. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01275-8