(6-Dodecyl-1,3,5,7-tetraoxo-3,5,6,7-tetrahydro-1H-pyrrolo[3,4-f]isoindol-2-yl)-acetic acid | 545390-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (6-Dodecyl-1,3,5,7-tetraoxo-3,5,6,7-tetrahydro-1H-pyrrolo[3,4-f]isoindol-2-yl)-acetic acid
• 英文别名: 2-(6-dodecyl-1,3,5,7-tetraoxopyrrolo[3,4-f]isoindol-2-yl)acetic acid
• CAS: 545390-73-6
• 化学式: C₂₄H₃₀N₂O₆
• 分子量: 442.512
• InChiKey: ZIBOKQNUKRRHNF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  32.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  115.44
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (6-Dodecyl-1,3,5,7-tetraoxo-3,5,6,7-tetrahydro-1H-pyrrolo[3,4-f]isoindol-2-yl)-acetic acid 在 4-二甲氨基吡啶 、 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 氯仿 、 苯 为溶剂， 反应 6.0h， 生成 (6-Dodecyl-1,3,5,7-tetraoxo-3,5,6,7-tetrahydro-1H-pyrrolo[3,4-f]isoindol-2-yl)-acetic acid 2-[2-(6-dodecyl-1,3,5,7-tetraoxo-3,5,6,7-tetrahydro-1H-pyrrolo[3,4-f]isoindol-2-yl)-acetoxy]-ethyl ester
  参考文献：
  名称：

  First Zipper-Featured Molecular Duplexes Driven by Cooperative Donor−Acceptor Interaction

  摘要：

  [GRAPHIC]The first class of zipper-shaped artificial duplexes, which are driven by multiple donor-acceptor interactions between electron-rich 1,5-dioxynaphthalene or 1,4-dioxybenzene and electron-deficient pyromellitic dimide units, have been studied in organic media by H-1 NMR, UV-vis, and vapor pressure osmometry. H-1 NMR binding investigations reveal substantial cooperativity of the donor-acceptor interaction in the duplexes.

  DOI：

  10.1021/ol034549p
• 作为产物：
  描述：

  十二烷基伯胺 、 均苯四甲酸二酐 、 聚甘氨酸 反应 6.0h， 以28%的产率得到(6-Dodecyl-1,3,5,7-tetraoxo-3,5,6,7-tetrahydro-1H-pyrrolo[3,4-f]isoindol-2-yl)-acetic acid
  参考文献：
  名称：

  Pseudopeptide Foldamers designed for photoinduced intramolecular electron transfer

  摘要：

  具有供体和受体单元的混合折叠体表现出意想不到的构象，影响了光诱导电子转移能力。供体猝灭效率取决于连接物的性质和次级结构。

  DOI：

  10.1039/c4ra13978j

文献信息

• Self-assembly of a novel series of hetero-duplexes driven by donor–acceptor interaction
  作者：Qi-Zhong Zhou、Mu-Xin Jia、Xue-Bin Shao、Li-Zhu Wu、Xi-Kui Jiang、Zhan-Ting Li、Guang-Ju Chen

  DOI：10.1016/j.tet.2005.05.039

  日期：2005.7

  The self-assembly of a novel series of donor-acceptor interaction-driven artificial hetero-duplexes in organic media has been described. Four linear compounds 1a-1d, bearing two to five electron rich 1,5-dioxynaphthalene units connected by the tetra(ethylene glycol) linker, respectively, have been prepared and used as donors, while eight compounds 2a-2d, 13-16, bearing one to four electron deficient pyromellitic diimide, 1,4,5,8-naphthalene-tetracarboxydiimide, or perylene-3,4,9,10-tetracarboxydiimide units, respectively, have been used as acceptors. The structure of the hetero-duplexes has been characterized by the H-1 NMR, UV-vis spectroscopy and vapor pressure osmometry. It is revealed that the binding stability of the duplexes vary greatly, depending on the length and structure of the monomers and also the solvent, and hetero-duplex 1d(.)2d displays a maximum association constant of ca. 1.0 x 10(4) m(-1) in chloroform. (c) 2005 Elsevier Ltd. All rights reserved.