1-[[4-[(3-Formylindol-1-yl)methyl]-2,5-dimethoxyphenyl]methyl]indole-3-carbaldehyde | 754990-99-3

• 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-[[4-[(3-Formylindol-1-yl)methyl]-2,5-dimethoxyphenyl]methyl]indole-3-carbaldehyde
• 英文别名: 1-[[4-[(3-formylindol-1-yl)methyl]-2,5-dimethoxyphenyl]methyl]indole-3-carbaldehyde
• CAS: 754990-99-3
• 化学式: C₂₈H₂₄N₂O₄
• 分子量: 452.51
• InChiKey: BBQOZJYYVBTJCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  62.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[[4-[(3-Formylindol-1-yl)methyl]-2,5-dimethoxyphenyl]methyl]indole-3-carbaldehyde 在 吡啶 、 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 以23%的产率得到(11Z,35Z)-23,47,49,53-tetramethoxy-3,20,27,44-tetrazaundecacyclo[44.2.2.222,25.13,10.113,20.127,34.137,44.04,9.014,19.028,33.038,43]hexapentaconta-1(48),4,6,8,10(56),11,13(55),14,16,18,22(54),23,25(53),28,30,32,34(52),35,37(51),38,40,42,46,49-tetracosaene
  参考文献：
  名称：

  The use of McMurry coupling for the synthesis of indolophanes and cis-stilbenophanes

  摘要：

  Treatment of 2 equiv of indole-3-aidehyde with o, m, p-xylyl, 2,5-dimethoxy-p-xylyl dibromides and 4,4'-bis(bromomethyl)-1,1'-biphenyl gave the bisalkylated products, which underwent McMurry coupling with low valent titanium to give indolophanes. Various cis-stilbenophanes with m-terphenyl building blocks were also synthesized by application of the McMurry coupling technique. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.020
• 作为产物：
  描述：

  3-吲哚甲醛 、 1,4-二(溴甲基)-2,5-二甲氧基苯 在 sodium hydroxide 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 1-[[4-[(3-Formylindol-1-yl)methyl]-2,5-dimethoxyphenyl]methyl]indole-3-carbaldehyde
  参考文献：
  名称：

  The use of McMurry coupling for the synthesis of indolophanes and cis-stilbenophanes

  摘要：

  Treatment of 2 equiv of indole-3-aidehyde with o, m, p-xylyl, 2,5-dimethoxy-p-xylyl dibromides and 4,4'-bis(bromomethyl)-1,1'-biphenyl gave the bisalkylated products, which underwent McMurry coupling with low valent titanium to give indolophanes. Various cis-stilbenophanes with m-terphenyl building blocks were also synthesized by application of the McMurry coupling technique. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.06.020

文献信息

• 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.