diethyl 3-(4-cyanophenyl)-6-(4-piperidinophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione-2,5-diacetate | 1315259-91-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl 3-(4-cyanophenyl)-6-(4-piperidinophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione-2,5-diacetate
• 英文别名: Ethyl 2-[1-(4-cyanophenyl)-5-(2-ethoxy-2-oxoethyl)-3,6-dioxo-4-(4-piperidin-1-ylphenyl)pyrrolo[3,4-c]pyrrol-2-yl]acetate；ethyl 2-[1-(4-cyanophenyl)-5-(2-ethoxy-2-oxoethyl)-3,6-dioxo-4-(4-piperidin-1-ylphenyl)pyrrolo[3,4-c]pyrrol-2-yl]acetate
• CAS: 1315259-91-6
• 化学式: C₃₂H₃₂N₄O₆
• 分子量: 568.629
• InChiKey: LXUXLYNGNRULMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  42
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-(4-Cyanophenyl)-6-(4-piperidinophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 、 溴乙酸乙酯 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 2.67h， 以70.4%的产率得到diethyl 3-(4-cyanophenyl)-6-(4-piperidinophenyl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione-2,5-diacetate
  参考文献：
  名称：

  Absorption and fluorescence of soluble polar diketo-pyrrolo-pyrroles

  摘要：

  Six soluble derivatives of 3,6-diphenyl-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione N-alkylated on pyrrolinone ring with polar substituents in para positions of pendant phenyl rings were synthesized: five of them are reported for the first time. Absorption and fluorescence spectra were studied in solvents of different polarity. The compounds show small solvatochromism of absorption and a moderate positive solvatochromism of fluorescence, especially when substituted by strong electron-donating piperidino substituent. A significant decrease of fluorescence quantum yields and its biexponential decay for dipolar derivatives in polar solvents was tentatively ascribed to the formation of twisted intramolecular charge transfer (TICT) excited state. All six compounds show fluorescence in polycrystalline solid-state with the maxima covering a range over 200 nm in visible and near infrared region. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2011.05.004

文献信息

• Absorption and fluorescence of soluble polar diketo-pyrrolo-pyrroles
  作者：Stanislav Luňák、Martin Vala、Jan Vyňuchal、Imad Ouzzane、Petra Horáková、Petra Možíšková、Zdeněk Eliáš、Martin Weiter

  DOI：10.1016/j.dyepig.2011.05.004

  日期：2011.12

  Six soluble derivatives of 3,6-diphenyl-2,5-dihydro-pyrrolo[3,4-c]pyrrole-1,4-dione N-alkylated on pyrrolinone ring with polar substituents in para positions of pendant phenyl rings were synthesized: five of them are reported for the first time. Absorption and fluorescence spectra were studied in solvents of different polarity. The compounds show small solvatochromism of absorption and a moderate positive solvatochromism of fluorescence, especially when substituted by strong electron-donating piperidino substituent. A significant decrease of fluorescence quantum yields and its biexponential decay for dipolar derivatives in polar solvents was tentatively ascribed to the formation of twisted intramolecular charge transfer (TICT) excited state. All six compounds show fluorescence in polycrystalline solid-state with the maxima covering a range over 200 nm in visible and near infrared region. (C) 2011 Elsevier Ltd. All rights reserved.