N,N′-bis(2′,6′-diisopropylphenyl)-13-phenyl-azabenzo[pqr]-perylene-3,4:9,10-tetracarboxylic acid bisimide | 1402916-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N,N′-bis(2′,6′-diisopropylphenyl)-13-phenyl-azabenzo[pqr]-perylene-3,4:9,10-tetracarboxylic acid bisimide
• 英文别名: 10,21-Bis[2,6-di(propan-2-yl)phenyl]-16-phenyl-10,15,21-triazaoctacyclo[17.7.1.14,8.02,17.03,14.05,26.023,27.012,28]octacosa-1,3,5(26),6,8(28),12,14,16,18,23(27),24-undecaene-9,11,20,22-tetrone；10,21-bis[2,6-di(propan-2-yl)phenyl]-16-phenyl-10,15,21-triazaoctacyclo[17.7.1.14,8.02,17.03,14.05,26.023,27.012,28]octacosa-1,3,5(26),6,8(28),12,14,16,18,23(27),24-undecaene-9,11,20,22-tetrone
• CAS: 1402916-94-2
• 化学式: C₅₅H₄₅N₃O₄
• 分子量: 811.98
• InChiKey: SEIRKFGFYAFBGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.1
• 重原子数：
  62
• 可旋转键数：
  7
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  87.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N,N'-di(2,6-diisopropylphenyl)-1-nitroperylene-3,4:9,10-tetracarboxylic acid bisimide 在 三氟甲磺酸 、 10% Pd/C 、 肼 作用下， 以 乙二醇二甲醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 N,N′-bis(2′,6′-diisopropylphenyl)-13-phenyl-azabenzo[pqr]-perylene-3,4:9,10-tetracarboxylic acid bisimide
  参考文献：
  名称：

  Integration of nitrogen into coronene bisimides

  摘要：

  N-Decorated PBIs and CBIs have been synthesized by the combination of Pictet-Spengler condensation and subsequent oxidative aromatization based on highly electron-deficient amino-PBIs. A detailed analysis of their photophysical properties and molecular crystals has shown that the lateral aryl groups appended on the N-heterocycle have a negligible effect on their optical absorptions and electrochemical potentials, but the subtle modification leads to significant variations on arrangement in the solid state. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.08.084

文献信息

• Library of Azabenz-Annulated Core-Extended Perylene Derivatives with Diverse Substitution Patterns and Tunable Electronic and Optical Properties
  作者：Marcus Schulze、Michael Philipp、Waldemar Waigel、David Schmidt、Frank Würthner

  DOI：10.1021/acs.joc.6b01573

  日期：2016.9.16

  developed regioselective nitration procedure for perylene monoimide diesters (PMIDE) enables the synthesis of 1-nitro-PMIDE 10 and thus of azabenz-annulated perylene derivatives with unsymmetric peri-substitution patterns (ab-PMIDE 12 and ab-PMIMA 13). According to our spectroscopic and theoretical investigations, the optical and electrochemical properties of these multifunctional chromophores can easily

  在这里，我们提出了不同的氮杂苯并环化per衍生物的集合。通过开发新的合成策略和改进现有的协议，我们已经将这些染料分子的结构多样性扩展到一类多功能的连接发色团。1-氨基-与不同醛的Pictet-Spengler（PS）反应用于修饰末端取代模式。的1,6-和/或1,7-二氨基苝PS变换导致2倍稠含氮晕苯型分子如抗- （AB）2 -PBI 15，顺式- （AB）2 -PBI 16，与顺式- （AB）2 -PTE 18。此外，azabenz -环苝二酐（AB-PBA 6和顺- （AB）2 -PBA 19）作为通用原料提供访问到任何所需的酰亚胺官能团进行了探索。此外，对于苝单酰亚胺二酯（PMIDE）一种新开发的区域选择性硝化过程使得合成1-硝基PMIDE 10从而与不对称azabenz -环苝衍生物的围3'-取代模式（AB-PMIDE 12和AB-PMIMA 13）。根据我们的光谱和理论研究，这些多
• Integration of nitrogen into coronene bisimides
  作者：Linxiao Hao、Wei Jiang、Zhaohui Wang

  DOI：10.1016/j.tet.2012.08.084

  日期：2012.11

  N-Decorated PBIs and CBIs have been synthesized by the combination of Pictet-Spengler condensation and subsequent oxidative aromatization based on highly electron-deficient amino-PBIs. A detailed analysis of their photophysical properties and molecular crystals has shown that the lateral aryl groups appended on the N-heterocycle have a negligible effect on their optical absorptions and electrochemical potentials, but the subtle modification leads to significant variations on arrangement in the solid state. (C) 2012 Elsevier Ltd. All rights reserved.