N,N’-bis(1-ethylpropyl)-2-(4-trifluoromethylacetanilide-2-yl)perylene-3,4:9,10-tetracarboxylicacid bisimide | 1440762-42-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N’-bis(1-ethylpropyl)-2-(4-trifluoromethylacetanilide-2-yl)perylene-3,4:9,10-tetracarboxylicacid bisimide
• 英文别名: N-[2-[6,8,17,19-tetraoxo-7,18-di(pentan-3-yl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaen-10-yl]-4-(trifluoromethyl)phenyl]ethanimidic acid
• CAS: 1440762-42-4
• 化学式: C₄₃H₃₆F₃N₃O₅
• 分子量: 731.771
• InChiKey: IHUVPUYPLKFEHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  54
• 可旋转键数：
  8
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  N,N’-bis(1-ethylpropyl)-2-(4-trifluoromethylacetanilide-2-yl)perylene-3,4:9,10-tetracarboxylicacid bisimide 在 盐酸 、 水 作用下， 以 甲醇 、 水 为溶剂， 反应 17.0h， 以94%的产率得到N,N’-bis(1-ethylpropyl)-6-trifluoromethylbenzo[b]peryleno[2,3,4-def][1,8]naphthyridin-1(2H)-one-11,12-dicarboxylic acid imide
  参考文献：
  名称：

  Synthesis of Pyridine-Fused Perylene Imides with an Amidine Moiety for Hydrogen Bonding

  摘要：

  Pyridine-fused perylene tetracarboxylic acid bisimides (PBIs) were synthesized via Suzuki-Miyaura coupling and acid condensation. The fused PBIs with electron-donating substituents exhibited an intramolecular charge transfer Interaction. One of the N-alkyl substituents was selectively removed with BBr3 to create an amidine guest binding site. A hydrogen bonding Interaction with pentafluorobenzoic acid changed the absorption spectra and enhanced fluorescence.

  DOI：

  10.1021/ol401316q
• 作为产物：
  描述：

  2,9-二(3-戊烷基)异喹啉并[4',5',6':6,5,10]蒽并[2,1,9-def]异喹啉-1,3,8,10(2H,9H)-四酮 在 2-双环己基膦-2',6'-二甲氧基联苯 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 potassium carbonate 、 三(五氟苯基)膦 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 48.0h， 生成 N,N’-bis(1-ethylpropyl)-2-(4-trifluoromethylacetanilide-2-yl)perylene-3,4:9,10-tetracarboxylicacid bisimide
  参考文献：
  名称：

  Synthesis of Pyridine-Fused Perylene Imides with an Amidine Moiety for Hydrogen Bonding

  摘要：

  Pyridine-fused perylene tetracarboxylic acid bisimides (PBIs) were synthesized via Suzuki-Miyaura coupling and acid condensation. The fused PBIs with electron-donating substituents exhibited an intramolecular charge transfer Interaction. One of the N-alkyl substituents was selectively removed with BBr3 to create an amidine guest binding site. A hydrogen bonding Interaction with pentafluorobenzoic acid changed the absorption spectra and enhanced fluorescence.

  DOI：

  10.1021/ol401316q

文献信息

• Synthesis of Pyridine-Fused Perylene Imides with an Amidine Moiety for Hydrogen Bonding
  作者：Satoru Ito、Satoru Hiroto、Hiroshi Shinokubo

  DOI：10.1021/ol401316q

  日期：2013.6.21

  Pyridine-fused perylene tetracarboxylic acid bisimides (PBIs) were synthesized via Suzuki-Miyaura coupling and acid condensation. The fused PBIs with electron-donating substituents exhibited an intramolecular charge transfer Interaction. One of the N-alkyl substituents was selectively removed with BBr3 to create an amidine guest binding site. A hydrogen bonding Interaction with pentafluorobenzoic acid changed the absorption spectra and enhanced fluorescence.