5-Bromo-2-[2-[4-[2-[2-[2-(3,5-ditert-butylphenyl)ethynyl]pyrimidin-5-yl]ethynyl]-2,5-dioctylphenyl]ethynyl]pyrimidine | 328233-76-7

• 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-Bromo-2-[2-[4-[2-[2-[2-(3,5-ditert-butylphenyl)ethynyl]pyrimidin-5-yl]ethynyl]-2,5-dioctylphenyl]ethynyl]pyrimidine
• 英文别名: 5-bromo-2-[2-[4-[2-[2-[2-(3,5-ditert-butylphenyl)ethynyl]pyrimidin-5-yl]ethynyl]-2,5-dioctylphenyl]ethynyl]pyrimidine
• CAS: 328233-76-7
• 化学式: C₅₀H₆₁BrN₄
• 分子量: 797.965
• InChiKey: GSCYQQDNKUFPAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.7
• 重原子数：
  55
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-di-tert-butyl-5-ethynylbenzene 、 5-Bromo-2-[2-[4-[2-[2-[2-(3,5-ditert-butylphenyl)ethynyl]pyrimidin-5-yl]ethynyl]-2,5-dioctylphenyl]ethynyl]pyrimidine 在 copper(l) iodide 、 四(三苯基膦)钯 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以79%的产率得到2-[2-(3,5-Ditert-butylphenyl)ethynyl]-5-[2-[4-[2-[5-[2-(3,5-ditert-butylphenyl)ethynyl]pyrimidin-2-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 42.33h， 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

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.