2-(4-methoxyphenyl)-5-(4-cyanophenyl)-thiazole

• 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-(4-methoxyphenyl)-5-(4-cyanophenyl)-thiazole
• 英文别名: 4-[2-(4-Methoxyphenyl)-1,3-thiazol-5-yl]benzonitrile；4-[2-(4-methoxyphenyl)-1,3-thiazol-5-yl]benzonitrile
• 化学式: C₁₇H₁₂N₂OS
• 分子量: 292.361
• InChiKey: NUEOZHRPKVOLNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  74.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-甲氧基苯基)-1,3-噻唑 、 4-溴苯腈 在 bis(triphenylphosphine) palladium (Il) acetate caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以62%的产率得到2-(4-methoxyphenyl)-5-(4-cyanophenyl)-thiazole
  参考文献：
  名称：

  Facile Synthesis of 2,5-Diarylthiazoles via Palladium-Catalyzed Tandem C−H Substitutions. Design of Tunable Light Emission and Liquid Crystalline Characteristics

  摘要：

  A mild and regioselective C-H substitution reaction of thiazole by the catalysis of the palladium/copper system is found to proceed in the presence of tetrabutylammonium fluoride under mild conditions. Applying the new reaction, we synthesized various 2,5-diarylthiazoles that exhibit light-emitting and liquid crystalline characteristics in good yields. The color of light emission is tunable by the introduction of the substituent. Differently substituted 2,5-diarylthiazoles are found to exhibit a stable liquid crystal phase in a wide temperature range.

  DOI：

  10.1021/ja0289189

文献信息

• Facile Synthesis of 2,5-Diarylthiazoles via Palladium-Catalyzed Tandem C−H Substitutions. Design of Tunable Light Emission and Liquid Crystalline Characteristics
  作者：Atsunori Mori、Akitoshi Sekiguchi、Kentaro Masui、Tomohiro Shimada、Masaki Horie、Kohtaro Osakada、Masuki Kawamoto、Tomiki Ikeda

  DOI：10.1021/ja0289189

  日期：2003.2.19

  A mild and regioselective C-H substitution reaction of thiazole by the catalysis of the palladium/copper system is found to proceed in the presence of tetrabutylammonium fluoride under mild conditions. Applying the new reaction, we synthesized various 2,5-diarylthiazoles that exhibit light-emitting and liquid crystalline characteristics in good yields. The color of light emission is tunable by the introduction of the substituent. Differently substituted 2,5-diarylthiazoles are found to exhibit a stable liquid crystal phase in a wide temperature range.