1-methyl-2-(1-nitropropan-2-yl)-1H-pyrrole | 1358965-90-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-methyl-2-(1-nitropropan-2-yl)-1H-pyrrole
• 英文别名: 1-Methyl-2-(1-nitropropan-2-yl)pyrrole
• CAS: 1358965-90-8
• 化学式: C₈H₁₂N₂O₂
• 分子量: 168.195
• InChiKey: ZAKKBALHLHOPRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基吡咯 、 (1E)-1-硝基-1-丙烯 在 urea containing metal-organic framework 作用下， 以 四氢呋喃 、 硝基甲烷 为溶剂， 反应 48.0h， 以39%的产率得到1-methyl-2-(1-nitropropan-2-yl)-1H-pyrrole
  参考文献：
  名称：

  Urea Metal–Organic Frameworks as Effective and Size-Selective Hydrogen-Bond Catalysts

  摘要：

  A new urea-containing metal organic framework (MOF) was synthesized to act as a heterogeneous catalyst. Ureas are well-known for self-recognition and aggregation behavior, resulting in loss of catalytic competency. The catalyst spatial isolation achievable in a porous MOF environment suggests a potentially general solution. The combination of a symmetrical urea tetracarboxylate strut, 4,4'-bipyridine, and Zn(NO3)(2)center dot 6H(2)O under solvothermal conditions afforded a new microporous MOF (NU-601). This material is indeed an effective hydrogen-bond-donor catalyst for Friedel Crafts reactions between pyrroles and nitroalkenes, whereas a homogeneous urea is much less competent. The higher rates of reaction of small substrates relative to larger ones with NU-601 strongly suggest that catalysis primarily occurs within the pores of this new material rather than on its exterior. To the best of our knowledge, this approach is the first example of specific engineering of successful hydrogen-bonding catalysis into a MOP material.

  DOI：

  10.1021/ja2108118