8'-bromo-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde | 1217896-63-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8'-bromo-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde
• CAS: 1217896-63-3
• 化学式: C₂₇H₃₇BrO₅S₂
• 分子量: 585.624
• InChiKey: PHHYCEGSGGVTFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.77
• 重原子数：
  35.0
• 可旋转键数：
  10.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  4-(二苯基氨基)苯硼酸频那醇酯 、 8'-bromo-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde 在 potassium fluoride dihydrate 、 palladium diacetate 、 三苯基膦 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 26.0h， 以90%的产率得到8'-(4-(diphenylamino)phenyl)-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde
  参考文献：
  名称：

  Triphenylamine-Based Dyes Bearing Functionalized 3,4-Propylenedioxythiophene Linkers with Enhanced Performance for Dye-Sensitized Solar Cells

  摘要：

  Introduction of modified 3,4-propylenedioxythiophene units into triphenylamine-based dyes is found to enhance light capturing, suppress dye aggregation, and remarkably retard charge recombination in dye-sensitized solar cells. Open circuit voltages of the as-synthesized dyes (similar to 800 mV) are much higher than that with a thiophene congener (720 mV) under similar conditions as a result of self-passivation benefiting from their three-dimensional branched structures.

  DOI：

  10.1021/ol902973r
• 作为产物：
  描述：

  3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以85%的产率得到8'-bromo-3,3,3',3'-tetrapropyl-3,3',4,4'-tetrahydro-2H,2'H-6,6'-bithieno[3,4-b][1,4]dioxepine-8-carboxaldehyde
  参考文献：
  名称：

  Triphenylamine-Based Dyes Bearing Functionalized 3,4-Propylenedioxythiophene Linkers with Enhanced Performance for Dye-Sensitized Solar Cells

  摘要：

  Introduction of modified 3,4-propylenedioxythiophene units into triphenylamine-based dyes is found to enhance light capturing, suppress dye aggregation, and remarkably retard charge recombination in dye-sensitized solar cells. Open circuit voltages of the as-synthesized dyes (similar to 800 mV) are much higher than that with a thiophene congener (720 mV) under similar conditions as a result of self-passivation benefiting from their three-dimensional branched structures.

  DOI：

  10.1021/ol902973r