2,3,5,6-tetrakis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione | 1259986-90-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 2,3,5,6-tetrakis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• 英文别名: 2,3,5,6-Tetrakis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4(2h,5h)-dione；1,2,4,5-tetrakis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-3,6-dione
• CAS: 1259986-90-7
• 化学式: C₃₀H₁₆Br₄N₂O₂
• 分子量: 756.085
• InChiKey: VVHZLCIGUQDIBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.1
• 重原子数：
  38
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)trimethylstannane 、 2,3,5,6-tetrakis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 在 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到2,3,5,6-tetrakis(4-(2,3-dihydrothieno[3,4-b][1,4]dithiin-5-yl)phenyl)pyrrolo[3,4-c] pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Cross-linked polymers based on 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP): Synthesis, optical and electronic properties

  摘要：

  A series of 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) derivatives carrying thienyl-, 3,4-ethylenedioxy-thienyl- (EDOT-) and 3,4-ethylenedithiathienyl- (EDTf-) substituent groups have been synthesized and electrochemically polymerized. The polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. It was found that the growth of the polymers proceeded as random coupling of the thiophene groups in the 2-,3-,5-, and 6-positions of the DPP chromophore. In the cross-linked polymers, conjugated sequences were only built through coupling of thiophene groups in 3,6-positions, and separated by non-conjugated sequences through coupling with thiophene units in other positions of the DPP core. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.10.054
• 作为产物：
  描述：

  (4-溴苯甲酰)乙酸乙酯 在 溴 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 72.33h， 生成 2,3,5,6-tetrakis(4-bromophenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  Cross-linked polymers based on 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP): Synthesis, optical and electronic properties

  摘要：

  A series of 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) derivatives carrying thienyl-, 3,4-ethylenedioxy-thienyl- (EDOT-) and 3,4-ethylenedithiathienyl- (EDTf-) substituent groups have been synthesized and electrochemically polymerized. The polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. It was found that the growth of the polymers proceeded as random coupling of the thiophene groups in the 2-,3-,5-, and 6-positions of the DPP chromophore. In the cross-linked polymers, conjugated sequences were only built through coupling of thiophene groups in 3,6-positions, and separated by non-conjugated sequences through coupling with thiophene units in other positions of the DPP core. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.10.054

文献信息

• Cross-linked polymers based on 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP): Synthesis, optical and electronic properties
  作者：Kai Zhang、Bernd Tieke、John C. Forgie、Filipe Vilela、John A. Parkinson、Peter J. Skabara

  DOI：10.1016/j.polymer.2010.10.054

  日期：2010.12

  A series of 2,3,5,6-tetra-substituted pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) derivatives carrying thienyl-, 3,4-ethylenedioxy-thienyl- (EDOT-) and 3,4-ethylenedithiathienyl- (EDTf-) substituent groups have been synthesized and electrochemically polymerized. The polymers were investigated using UV/vis absorption spectroscopy and cyclic voltammetry. It was found that the growth of the polymers proceeded as random coupling of the thiophene groups in the 2-,3-,5-, and 6-positions of the DPP chromophore. In the cross-linked polymers, conjugated sequences were only built through coupling of thiophene groups in 3,6-positions, and separated by non-conjugated sequences through coupling with thiophene units in other positions of the DPP core. (C) 2010 Elsevier Ltd. All rights reserved.