(E)-bis(2-ethylhexyl) 2,2′-(3-{4-[4-(diphenylamino)styryl]phenyl})-1,4-dioxo-6-phenylpyrrolo[3,4-c]pyrrole-2,5-(1H,4H)-diyl diacetate | 1602949-97-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-bis(2-ethylhexyl) 2,2′-(3-{4-[4-(diphenylamino)styryl]phenyl})-1,4-dioxo-6-phenylpyrrolo[3,4-c]pyrrole-2,5-(1H,4H)-diyl diacetate
• 英文别名: 2-ethylhexyl 2-[5-[2-(2-ethylhexoxy)-2-oxoethyl]-3,6-dioxo-1-phenyl-4-[4-[(E)-2-[4-(N-phenylanilino)phenyl]ethenyl]phenyl]pyrrolo[3,4-c]pyrrol-2-yl]acetate
• CAS: 1602949-97-2
• 化学式: C₅₈H₆₃N₃O₆
• 分子量: 898.155
• InChiKey: XCHSDLFNWBVAAG-ZQHSETAFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.8
• 重原子数：
  67
• 可旋转键数：
  25
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  96.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  bromoacetic acid 2-ethylhexyl ester 、 (E)-3-phenyl-6-(4'-diphenylaminostilben-4-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以55%的产率得到(E)-bis(2-ethylhexyl) 2,2′-(3-{4-[4-(diphenylamino)styryl]phenyl})-1,4-dioxo-6-phenylpyrrolo[3,4-c]pyrrole-2,5-(1H,4H)-diyl diacetate
  参考文献：
  名称：

  Diphenylamine end-capped diketopyrrolopyrroles with phenylene–vinylene conjugation extension

  摘要：

  Two pyrrolo[3,4-c]pyrrole-1,4-diones (diketopyrrolopyrroles, DPP) with 4 ''-diphenylamino-stilben-4'-yl substituents at the 3- and 3,6-positions of the DPP heterocycle are synthesized. The H-1 and C-13 NMR spectra of their soluble derivatives, N(2) and N(5)-dialkylated by 2-ethylhexyl bromoacetate, were completely assigned. Soluble DPPs show photovoltaic activity in bulk heterojunction solar cells. Their electrochemistry and absorption and fluorescence spectra were studied. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.03.080

文献信息

• Diphenylamine end-capped diketopyrrolopyrroles with phenylene–vinylene conjugation extension
  作者：Štěpán Frebort、Martin Vala、Stanislav Luňák、Jana Honová、Tomáš Mikysek、Zdeněk Eliáš、Antonín Lyčka

  DOI：10.1016/j.tetlet.2014.03.080

  日期：2014.4

  Two pyrrolo[3,4-c]pyrrole-1,4-diones (diketopyrrolopyrroles, DPP) with 4 ''-diphenylamino-stilben-4'-yl substituents at the 3- and 3,6-positions of the DPP heterocycle are synthesized. The H-1 and C-13 NMR spectra of their soluble derivatives, N(2) and N(5)-dialkylated by 2-ethylhexyl bromoacetate, were completely assigned. Soluble DPPs show photovoltaic activity in bulk heterojunction solar cells. Their electrochemistry and absorption and fluorescence spectra were studied. (C) 2014 Elsevier Ltd. All rights reserved.