2,5-didodecyl-3,6-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione | 1431219-93-0

• 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: 2,5-didodecyl-3,6-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• 英文别名: 2,5-Didodecyl-1,4-bis[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolo[3,4-c]pyrrole-3,6-dione
• CAS: 1431219-93-0
• 化学式: C₅₄H₈₂B₂N₂O₆
• 分子量: 876.877
• InChiKey: HQFJSJDRUTWQQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.93
• 重原子数：
  64
• 可旋转键数：
  26
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5-didodecyl-3,6-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 在 四丁基氟化铵 作用下， 生成 、
  参考文献：
  名称：

  A new diketopyrrolopyrrole (DPP) derivative bearing boronate group as fluorescent probe for fluoride ion

  摘要：

  A new diketopyrrolopyrrole (DPP) derivative bearing pinacol boronate group has been synthesized via Suzuki-Miyaura reaction under mild conditions in good yield. The product could act as a calorimetric and ratiometric fluorescent probe for fluoride ion with high sensitivity and selectivity. The recognition mechanism was attributed to unique fluoride-boron interaction, which blocked the charge transfer (CT) between DPP chromophore and the empty p orbitals of boron atoms, and proved by the fluorescence spectra, F-19 NMR spectra and H-1 NMR spectra titration experiments. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.02.015
• 作为产物：
  描述：

  溴代十二烷 在 双三苯基磷二氯化钯 、 potassium acetate 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 2,5-didodecyl-3,6-bis(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  A new diketopyrrolopyrrole (DPP) derivative bearing boronate group as fluorescent probe for fluoride ion

  摘要：

  A new diketopyrrolopyrrole (DPP) derivative bearing pinacol boronate group has been synthesized via Suzuki-Miyaura reaction under mild conditions in good yield. The product could act as a calorimetric and ratiometric fluorescent probe for fluoride ion with high sensitivity and selectivity. The recognition mechanism was attributed to unique fluoride-boron interaction, which blocked the charge transfer (CT) between DPP chromophore and the empty p orbitals of boron atoms, and proved by the fluorescence spectra, F-19 NMR spectra and H-1 NMR spectra titration experiments. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.02.015