5,7-bis(2-thienyl)-2,3-bis(trifluoromethanesulfonato)thieno[3,4-b]pyrazine | 1435772-47-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 双噻吩和低聚噻吩
• 英文名称: 5,7-bis(2-thienyl)-2,3-bis(trifluoromethanesulfonato)thieno[3,4-b]pyrazine
• 英文别名: [5,7-Dithiophen-2-yl-3-(trifluoromethylsulfonyloxy)thieno[3,4-b]pyrazin-2-yl] trifluoromethanesulfonate；[5,7-dithiophen-2-yl-3-(trifluoromethylsulfonyloxy)thieno[3,4-b]pyrazin-2-yl] trifluoromethanesulfonate
• CAS: 1435772-47-6
• 化学式: C₁₆H₆F₆N₂O₆S₅
• 分子量: 596.554
• InChiKey: POGNDFGCSJTXBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  214
• 氢给体数：
  0
• 氢受体数：
  17

反应信息

• 作为反应物：
  描述：

  5,7-bis(2-thienyl)-2,3-bis(trifluoromethanesulfonato)thieno[3,4-b]pyrazine 、 二乙胺 以 二氯甲烷 为溶剂， 以95%的产率得到2,3-bis(N,N-diethylamino)-5,7-bis(2-thienyl)thieno[3,4-b]-pyrazine
  参考文献：
  名称：

  Synthesis and Characterization of Thieno[3,4-b]pyrazine-Based Terthienyls: Tunable Precursors for Low Band Gap Conjugated Materials

  摘要：

  Synthetic methods have been developed for the preparation of new 2,3-dihalo- and 2,3-ditriflato-5,7-bis(2-thienyl)thieno[3,4-b]pyrazines. From these reactive intermediates, a variety of new 2,3-difunctionalized 5,7-bis(2-thienyl)-thieno[3,4-b]pyrazines have been produced as precursors to conjugated materials. Structural, electronic, and optical characterization of these new analogues illustrate the extent to which the electronic nature of the functional groups can be used to tune the electronic properties of these thieno[3,4-b]pyrazine-based terthienyl units.

  DOI：

  10.1021/jo400577q
• 作为产物：
  描述：

  2,5-二(2-噻吩基)-3,4-二胺 在 2,6-二甲基吡啶 、 盐酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 5,7-bis(2-thienyl)-2,3-bis(trifluoromethanesulfonato)thieno[3,4-b]pyrazine
  参考文献：
  名称：

  Synthesis and Characterization of Thieno[3,4-b]pyrazine-Based Terthienyls: Tunable Precursors for Low Band Gap Conjugated Materials

  摘要：

  Synthetic methods have been developed for the preparation of new 2,3-dihalo- and 2,3-ditriflato-5,7-bis(2-thienyl)thieno[3,4-b]pyrazines. From these reactive intermediates, a variety of new 2,3-difunctionalized 5,7-bis(2-thienyl)-thieno[3,4-b]pyrazines have been produced as precursors to conjugated materials. Structural, electronic, and optical characterization of these new analogues illustrate the extent to which the electronic nature of the functional groups can be used to tune the electronic properties of these thieno[3,4-b]pyrazine-based terthienyl units.

  DOI：

  10.1021/jo400577q

文献信息

• Synthesis and Characterization of Thieno[3,4-<i>b</i>]pyrazine-Based Terthienyls: Tunable Precursors for Low Band Gap Conjugated Materials
  作者：Ryan L. Schwiderski、Seth C. Rasmussen

  DOI：10.1021/jo400577q

  日期：2013.6.7

  Synthetic methods have been developed for the preparation of new 2,3-dihalo- and 2,3-ditriflato-5,7-bis(2-thienyl)thieno[3,4-b]pyrazines. From these reactive intermediates, a variety of new 2,3-difunctionalized 5,7-bis(2-thienyl)-thieno[3,4-b]pyrazines have been produced as precursors to conjugated materials. Structural, electronic, and optical characterization of these new analogues illustrate the extent to which the electronic nature of the functional groups can be used to tune the electronic properties of these thieno[3,4-b]pyrazine-based terthienyl units.