2-[1-(4-chlorophenyl)-1-(1H-pyrrol-2-yl)ethyl]-1H-pyrrole | 1449590-24-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[1-(4-chlorophenyl)-1-(1H-pyrrol-2-yl)ethyl]-1H-pyrrole
• CAS: 1449590-24-2
• 化学式: C₁₆H₁₅ClN₂
• 分子量: 270.762
• InChiKey: FDLNGPDKNVPACB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  吡咯 、 对氯苯乙酮 在 柠檬酸 作用下， 以 水 为溶剂， 以65%的产率得到2-[1-(4-chlorophenyl)-1-(1H-pyrrol-2-yl)ethyl]-1H-pyrrole
  参考文献：
  名称：

  5-Methyl-5-aryldipyrromethanes: synthesis, crystal structure and anion binding studies

  摘要：

  The eco-friendly and selective syntheses of 5-methyl-5-aryldipyrromethanes (1-4) in which aryl is FC6H4 1, ClC6H5 2, CH3OC6H5 3 and CH3C6H5 4, have been reported in the presence of citric acid (weak organic acid) and characterised by IR, H-1 NMR, C-13 NMR and mass spectroscopy. The structures of 2-4 have been confirmed by X-ray crystallography. Anion binding studies of 1-4 with different anions (e.g. F-, Cl-, CH3COO-, and ) have been carried out by H-1 NMR titrations and binding constants have been evaluated using EQNMR program, revealing that they bind fluoride selectively compared with other anions with 1:1 stoichiometry in CDCl3. The binding affinities of these compounds are influenced by the nature of the substituent on the meso-carbon atom.

  DOI：

  10.1080/10610278.2013.794280

文献信息

• 5-Methyl-5-aryldipyrromethanes: synthesis, crystal structure and anion binding studies
  作者：Aparna Sharma、Sangeeta Obrai、Rakesh Kumar、Amanpreet Kaur、Geeta Hundal

  DOI：10.1080/10610278.2013.794280

  日期：2013.8.1

  The eco-friendly and selective syntheses of 5-methyl-5-aryldipyrromethanes (1-4) in which aryl is FC6H4 1, ClC6H5 2, CH3OC6H5 3 and CH3C6H5 4, have been reported in the presence of citric acid (weak organic acid) and characterised by IR, H-1 NMR, C-13 NMR and mass spectroscopy. The structures of 2-4 have been confirmed by X-ray crystallography. Anion binding studies of 1-4 with different anions (e.g. F-, Cl-, CH3COO-, and ) have been carried out by H-1 NMR titrations and binding constants have been evaluated using EQNMR program, revealing that they bind fluoride selectively compared with other anions with 1:1 stoichiometry in CDCl3. The binding affinities of these compounds are influenced by the nature of the substituent on the meso-carbon atom.