1-(3,5-bis-indol-1-ylmethyl-benzyl)-1H-indole

• 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-indol-1-ylmethyl-benzyl)-1H-indole
• 英文别名: 1-[[3,5-Bis(indol-1-ylmethyl)phenyl]methyl]indole
• 化学式: C₃₃H₂₇N₃
• 分子量: 465.597
• InChiKey: FNKJXPKORGJWNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  14.8
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  吲哚 、 1,3,5-三(溴甲基)苯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.75h， 以39%的产率得到1-(3,5-bis-indol-1-ylmethyl-benzyl)-1H-indole
  参考文献：
  名称：

  A tryptophan-analog host whose interactions with ammonium ions in water are dominated by the hydrophobic effect

  摘要：

  The binding of quaternary ammonium guests to a flexible, indole-based host has been studied in both aqueous and organic solvents. Binding was shown to depend strongly on the hydrophobic effect and less on the cation-pi interaction. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.161

文献信息

• Synthesis of novel indole based cyclophanes and cylindrical cyclophanes by tandem alkylation methodology using NaH
  作者：Perumal Rajakumar、Merikapudi Gayatri Swaroop

  DOI：10.1016/j.tetlet.2006.03.013

  日期：2006.5

  Treatment of 1 equiv of 1,3-bis(bromomethyl)benzene and 2,6-bis(bromomethyl)pyridine with equiv of indole in the presence of NaH in THF afforded the symmetrical cyclophanes 1 and 2. Using similar methodology, cylindrical cyclophanes 3 and 4 were obtained from 2 equiv of 1,3,5-trimethyl-2,4,6-tris(bromomethyl)benzene and 1,3,5-tris(bromomethyl)benzene with 3 equiv of indole. (c) 2006 Published by Elsevier Ltd.
• A tryptophan-analog host whose interactions with ammonium ions in water are dominated by the hydrophobic effect
  作者：Amanda L. Whiting、Nicole M. Neufeld、Fraser Hof

  DOI：10.1016/j.tetlet.2009.09.161

  日期：2009.12

  The binding of quaternary ammonium guests to a flexible, indole-based host has been studied in both aqueous and organic solvents. Binding was shown to depend strongly on the hydrophobic effect and less on the cation-pi interaction. (C) 2009 Elsevier Ltd. All rights reserved.