5-(6-(5-bromothiophen-2-yl)-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b']dithiophen-2-yl)thiophene-2-carbaldehyde | 1315483-85-2

• 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-(6-(5-bromothiophen-2-yl)-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b']dithiophen-2-yl)thiophene-2-carbaldehyde
• CAS: 1315483-85-2
• 化学式: C₃₀H₃₃BrOS₄
• 分子量: 617.759
• InChiKey: UPTMRJAYRBGZKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.05
• 重原子数：
  36.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-(6-(5-bromothiophen-2-yl)-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b']dithiophen-2-yl)thiophene-2-carbaldehyde 在 2-双环己基膦-2',6'-二甲氧基联苯 、 哌啶 、 potassium phosphate 、 palladium diacetate 作用下， 以 1,4-二氧六环 、 氯仿 、 水 为溶剂， 反应 22.0h， 生成 3-(5-(6-(5-(4-(bis(4-(hexyloxy)phenyl)amino)phenyl)thiophen-2-yl)-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b']dithiophen-2-yl)thiophene-2-yl)2-cyanoacrylic acid
  参考文献：
  名称：

  Engineering Organic Sensitizers for Iodine-Free Dye-Sensitized Solar Cells: Red-Shifted Current Response Concomitant with Attenuated Charge Recombination

  摘要：

  With a new metal-free donor acceptor photosensitizer featuring the 2,6-bis(thiophen-2-yl)-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b']dithiophene-conjugated spacer and the tris(1,10-phenanthroline)cobalt(II/III) redox shuttle, we present a highly efficient iodine-free dye-sensitized solar cell displaying a power conversion efficiency of 9.4% measured at 100 mW cm(-2) simulated AM1.5 conditions.

  DOI：

  10.1021/ja203708k
• 作为产物：
  描述：

  5-(4,4-dihexyl-6-(thiophen-2-yl)-4H-cyclopenta[2,1-b:3,4-b']dithiophen-2-yl)thiophene-2-carbaldehyde 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到5-(6-(5-bromothiophen-2-yl)-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b']dithiophen-2-yl)thiophene-2-carbaldehyde
  参考文献：
  名称：

  Engineering Organic Sensitizers for Iodine-Free Dye-Sensitized Solar Cells: Red-Shifted Current Response Concomitant with Attenuated Charge Recombination

  摘要：

  With a new metal-free donor acceptor photosensitizer featuring the 2,6-bis(thiophen-2-yl)-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b']dithiophene-conjugated spacer and the tris(1,10-phenanthroline)cobalt(II/III) redox shuttle, we present a highly efficient iodine-free dye-sensitized solar cell displaying a power conversion efficiency of 9.4% measured at 100 mW cm(-2) simulated AM1.5 conditions.

  DOI：

  10.1021/ja203708k