2-[2-(3,5-Ditert-butylphenyl)ethynyl]-5-ethynylpyrimidine | 328233-71-2

• 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-[2-(3,5-Ditert-butylphenyl)ethynyl]-5-ethynylpyrimidine
• 英文别名: 2-[2-(3,5-ditert-butylphenyl)ethynyl]-5-ethynylpyrimidine
• CAS: 328233-71-2
• 化学式: C₂₂H₂₄N₂
• 分子量: 316.446
• InChiKey: ZYMCYCDLDZUNDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  2-[2-(3,5-Ditert-butylphenyl)ethynyl]-5-ethynylpyrimidine 在 sodium hydroxide 、 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 38.0h， 生成 5-Bromo-2-[2-[4-[2-[2-[2-(3,5-ditert-butylphenyl)ethynyl]pyrimidin-5-yl]ethynyl]-2,5-dioctylphenyl]ethynyl]pyrimidine
  参考文献：
  名称：

  Control of the Arrangement of Dipolar Orientation of Pyrimidine Inside the Conjugated Backbone

  摘要：

  [GRAPHICS]Linear molecules with different arrangement of dipolar pyrimidine moieties in the pi -conjugated backbone were synthesized by a Pd-catalyzed Sonogashira coupling reaction. Significant reduction of the HOMO-LUMO energy band gap and improvement of fluorescence quantum yield were observed upon incorporating pyrimidine into the conjugated backbone.

  DOI：

  10.1021/ol006877k
• 作为产物：
  描述：

  1,3-di-tert-butyl-5-ethynylbenzene 在 sodium hydroxide 、 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.33h， 生成 2-[2-(3,5-Ditert-butylphenyl)ethynyl]-5-ethynylpyrimidine
  参考文献：
  名称：

  Control of the Arrangement of Dipolar Orientation of Pyrimidine Inside the Conjugated Backbone

  摘要：

  [GRAPHICS]Linear molecules with different arrangement of dipolar pyrimidine moieties in the pi -conjugated backbone were synthesized by a Pd-catalyzed Sonogashira coupling reaction. Significant reduction of the HOMO-LUMO energy band gap and improvement of fluorescence quantum yield were observed upon incorporating pyrimidine into the conjugated backbone.

  DOI：

  10.1021/ol006877k

文献信息

• Control of the Arrangement of Dipolar Orientation of Pyrimidine Inside the Conjugated Backbone
  作者：Ken-Tsung Wong、Chun Che Hsu

  DOI：10.1021/ol006877k

  日期：2001.1.1

  [GRAPHICS]Linear molecules with different arrangement of dipolar pyrimidine moieties in the pi -conjugated backbone were synthesized by a Pd-catalyzed Sonogashira coupling reaction. Significant reduction of the HOMO-LUMO energy band gap and improvement of fluorescence quantum yield were observed upon incorporating pyrimidine into the conjugated backbone.