2,5-bis(4-trifluoromethylphenyl)-1,3-thiazolo[5,4-d]-1,3-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: 2,5-bis(4-trifluoromethylphenyl)-1,3-thiazolo[5,4-d]-1,3-thiazole
• 英文别名: 2,5-Di(4-(trifluoromethyl)phenyl)thiazolo[5,4-d]thiazole；2,5-bis[4-(trifluoromethyl)phenyl]-[1,3]thiazolo[5,4-d][1,3]thiazole
• 化学式: C₁₈H₈F₆N₂S₂
• 分子量: 430.397
• InChiKey: SSMCKUYMPCNCQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  82.3
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  对三氟甲基苯甲醛 、 二硫代乙酰胺 以 邻二氯苯 为溶剂， 反应 24.0h， 以54%的产率得到2,5-bis(4-trifluoromethylphenyl)-1,3-thiazolo[5,4-d]-1,3-thiazole
  参考文献：
  名称：

  High Performance n-Type Organic Field-Effect Transistors Based on π-Electronic Systems with Trifluoromethylphenyl Groups

  摘要：

  Novel pi-electron systems with trifluoromethylphenyl groups and/or a thiazolothiazole unit were developed as n-type semiconductors for OFETs. They showed excellent n-type performances with high electron mobilities. The trifluoromethylphenyl group was found to be very effective in inducing n-type behavior. The thiazolothiazole unit was favorable for forming stacking structures leading to efficient intermolecular pi-pi interactions.

  DOI：

  10.1021/ja042219+

文献信息

• A C–H Functionalization Protocol for the Direct Synthesis of Benzobisthiazole Derivatives
  作者：Jennifer L. Bon、Daijun Feng、Seth R. Marder、Simon B. Blakey

  DOI：10.1021/jo501416j

  日期：2014.8.15

  Benzobisthiazole and thiazolothiazole derivatives are useful components in a variety of organic electronics devices resulting from their absorption, electroluminescence, and charge-transport properties. A convenient synthesis of these molecules via palladium/copper cocatalyzed C-H bond functionalization is described. Reaction conditions were optimized in a bromobenzene/benzobisthiazole system that allowed for the one-pot functionalization of both thioimidate positions of benzobisthiazole. The extension of this methodology to the synthesis of cruciform architectures and the functionalization of thiazolothiazole is also described.