3,6-bis(1,3-diphenylprop-2-yn-1-yl)-9H-carbazole | 1380497-03-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3,6-bis(1,3-diphenylprop-2-yn-1-yl)-9H-carbazole
• 英文别名: 3,6-bis(1,3-diphenylprop-2-ynyl)-9H-carbazole
• CAS: 1380497-03-9
• 化学式: C₄₂H₂₉N
• 分子量: 547.699
• InChiKey: QDDZXUCIWBKQDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.9
• 重原子数：
  43
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  苯乙炔 在 三氟甲磺酸 、 三乙胺 、 zinc(II) chloride 作用下， 以 甲苯 为溶剂， 反应 18.0h， 生成 3,6-bis(1,3-diphenylprop-2-yn-1-yl)-9H-carbazole
  参考文献：
  名称：

  Condensation of propargylic alcohols with N-methylcarbazole and carbazole in [bmim]PF6 ionic liquid; synthesis of novel dipropargylic carbazoles using TfOH or Bi(NO3)3·5H2O as catalyst

  摘要：

  A series of doubly-propargylated N-methylcarbazole and carbazole derivatives were synthesized in good to excellent isolated yields in (bmim)PF6 using triflic acid (10 mol %). The use of bismuth nitrate (20 mol %) instead of triflic acid allowed stepwise propargylation employing two different propargylic alcohols, to prepare mixed bis-propargylated carbazoles. Simple product isolation, mild reaction conditions, and repeated recycling and reuse of (bmim)PF6 are added advantages of this IL-mediated synthetic method. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.023

文献信息

• Condensation of propargylic alcohols with indoles and carbazole in [bmim][PF6]/Bi(NO3)3·5H2O: a simple high yielding propargylation method with recycling and reuse of the ionic liquid
  作者：G.G.K.S. Narayana Kumar、Gopalakrishnan Aridoss、Kenneth K. Laali

  DOI：10.1016/j.tetlet.2012.04.026

  日期：2012.6

  Propargylation of a variety of substituted indoles as well as mono- and di-propargylation of carbazole are achieved in 80-94% isolated yields by employing catalytic amounts (10 mol%) of the readily available Bi(NO3)(3)center dot 5H(2)O in [bmim][PF6] ionic liquid (IL), with repeated recycling and reuse of the IL. (C) 2012 Elsevier Ltd. All rights reserved.
• Condensation of propargylic alcohols with N-methylcarbazole and carbazole in [bmim]PF6 ionic liquid; synthesis of novel dipropargylic carbazoles using TfOH or Bi(NO3)3·5H2O as catalyst
  作者：G.G.K.S. Narayana Kumar、Kenneth K. Laali

  DOI：10.1016/j.tetlet.2012.12.023

  日期：2013.2

  A series of doubly-propargylated N-methylcarbazole and carbazole derivatives were synthesized in good to excellent isolated yields in (bmim)PF6 using triflic acid (10 mol %). The use of bismuth nitrate (20 mol %) instead of triflic acid allowed stepwise propargylation employing two different propargylic alcohols, to prepare mixed bis-propargylated carbazoles. Simple product isolation, mild reaction conditions, and repeated recycling and reuse of (bmim)PF6 are added advantages of this IL-mediated synthetic method. (C) 2012 Elsevier Ltd. All rights reserved.