2-(2-ethylhexyl)-5-(prop-2-yn-1-yl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione | 1426246-23-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 2-(2-ethylhexyl)-5-(prop-2-yn-1-yl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
• CAS: 1426246-23-2
• 化学式: C₂₅H₂₆N₂O₂S₂
• 分子量: 450.626
• InChiKey: AROCCAXMWHAJKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.47
• 重原子数：
  31.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(2-ethylhexyl)-5-(prop-2-yn-1-yl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 为溶剂， 反应 48.5h， 以76%的产率得到3,6-bis(5-bromothiophen-2-yl)-2-(2-ethylhexyl)-5-(prop-2-yn-1-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  A Novel Diketopyrrolopyrrole (DPP)-Based [2]Rotaxane for Highly Selective Optical Sensing of Fluoride

  摘要：

  A novel [2]rotaxane based on an orthogonal H-bonded motif and 3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) with controlled topicity was successfully constructed, displaying excellent stimulated responses toward anion and solvent polarity. The preorganized host selectively recognized F- with high optical sensitivity and reversibility via enhanced positive cooperativity and noncovalent interaction by evidence of a shorter fluorescence lifetime.

  DOI：

  10.1021/ol400221h
• 作为产物：
  描述：

  溴代异辛烷 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 6.66h， 生成 2-(2-ethylhexyl)-5-(prop-2-yn-1-yl)-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
  参考文献：
  名称：

  A Novel Diketopyrrolopyrrole (DPP)-Based [2]Rotaxane for Highly Selective Optical Sensing of Fluoride

  摘要：

  A novel [2]rotaxane based on an orthogonal H-bonded motif and 3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione (DPP) with controlled topicity was successfully constructed, displaying excellent stimulated responses toward anion and solvent polarity. The preorganized host selectively recognized F- with high optical sensitivity and reversibility via enhanced positive cooperativity and noncovalent interaction by evidence of a shorter fluorescence lifetime.

  DOI：

  10.1021/ol400221h