1-[[3,5-Bis[(3-formylindol-1-yl)methyl]-2,4,6-trimethylphenyl]methyl]indole-3-carbaldehyde | 871711-06-7

• 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: 1-[[3,5-Bis[(3-formylindol-1-yl)methyl]-2,4,6-trimethylphenyl]methyl]indole-3-carbaldehyde
• CAS: 871711-06-7
• 化学式: C₃₉H₃₃N₃O₃
• 分子量: 591.709
• InChiKey: OUKMKWCRMVMBRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  45
• 可旋转键数：
  9
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  66
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[[3,5-Bis[(3-formylindol-1-yl)methyl]-2,4,6-trimethylphenyl]methyl]indole-3-carbaldehyde 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 以24%的产率得到(17Z)-4,6,28-trimethyl-5-[[3-[(E)-2-[1-[[(17Z)-4,6,28-trimethyl-1,9-diazahexacyclo[17.6.1.13,7.19,16.010,15.020,25]octacosa-3(28),4,6,10,12,14,16(27),17,19(26),20,22,24-dodecaen-5-yl]methyl]indol-3-yl]ethenyl]indol-1-yl]methyl]-1,9-diazahexacyclo[17.6.1.13,7.19,16.010,15.020,25]octacosa-3(28),4,6,10,12,14,16(27),17,19(26),20,22,24-dodecaene
  参考文献：
  名称：

  Synthesis, complexation studies and biological applications of some novel stilbenophanes, indolophanes and bisindolostilbenophanes via McMurry coupling

  摘要：

  Various types of stilbenophanes, indolophanes and bisindolostilbenophanes were synthesized by intra-, inter- and tandem intra-, intermolecular McMurry coupling. Some of the indolophanes and bisindolostilbenophanes exhibited significant activity against the growth of various bacteria. Complexation of some of the cyclophanes with TCNQ has also been studied. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.09.078
• 作为产物：
  描述：

  3-吲哚甲醛 、 2,4,6-三溴甲基三甲基苯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以90%的产率得到1-[[3,5-Bis[(3-formylindol-1-yl)methyl]-2,4,6-trimethylphenyl]methyl]indole-3-carbaldehyde
  参考文献：
  名称：

  新型基于吲哚的穴状配体的合成和X射线晶体学研究：夹心的环状S 6六聚体甲醇簇的结构

  摘要：

  描述了在其结构中具有吲哚部分的新型穴状配体的合成。已经研究了这种新合成的穴状体及其三醛前体的晶体结构。在穴状分子的情况下，在结晶学上表征了夹在两个穴状单元的疏水端之间的离散的环状S 6对称六聚甲醇簇。此外，还确定了由隐链骨架的甲醇和仲氮原子组成的六聚环椅构象。

  DOI：

  10.1016/j.tetlet.2007.02.083

文献信息

• Tandem one-pot intra- and inter-molecular McMurry coupling for the synthesis of bisindolostilbenophanes
  作者：Perumal Rajakumar、Merikapudi Gayatri Swaroop

  DOI：10.1016/j.tetlet.2005.10.004

  日期：2005.12

  Treatment of 3 equiv of indole-3-aldehyde with 1,3,5-trimethyl-2,4,6-tris(bromomethyl)benzene and 1,3,5-tris(bromomethyl)benzene gave the tris-alkylated products, which underwent both intra- and inter-molecular McMurry coupling in one-pot with low valent titanium to give indole-based stilbenophanes. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis and X-ray crystallographic investigation of a novel indole-based cryptand: structure of a sandwiched cyclic S6 hexameric methanol cluster
  作者：M. Arunachalam、Eringathodi Suresh、Pradyut Ghosh

  DOI：10.1016/j.tetlet.2007.02.083

  日期：2007.4

  architecture is described. Crystal structures of this newly synthesized cryptand and its trialdehyde precursor have been investigated. In the case of the cryptand molecule, a discrete cyclic S6-symmetric hexameric methanol cluster sandwiched between the hydrophobic ends of two cryptand units was characterized crystallographically. Moreover, a hexameric cyclic chair conformation composed of methanol

  描述了在其结构中具有吲哚部分的新型穴状配体的合成。已经研究了这种新合成的穴状体及其三醛前体的晶体结构。在穴状分子的情况下，在结晶学上表征了夹在两个穴状单元的疏水端之间的离散的环状S 6对称六聚甲醇簇。此外，还确定了由隐链骨架的甲醇和仲氮原子组成的六聚环椅构象。
• Synthesis, complexation studies and biological applications of some novel stilbenophanes, indolophanes and bisindolostilbenophanes via McMurry coupling
  作者：Perumal Rajakumar、Merikapudi Gayatri Swaroop、S. Jayavelu、K. Murugesan

  DOI：10.1016/j.tet.2006.09.078

  日期：2006.12

  Various types of stilbenophanes, indolophanes and bisindolostilbenophanes were synthesized by intra-, inter- and tandem intra-, intermolecular McMurry coupling. Some of the indolophanes and bisindolostilbenophanes exhibited significant activity against the growth of various bacteria. Complexation of some of the cyclophanes with TCNQ has also been studied. (c) 2006 Elsevier Ltd. All rights reserved.