1-ferrocenyl-3-(3-pyridinyl)prop-2-en-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-ferrocenyl-3-(3-pyridinyl)prop-2-en-1-one
• 化学式: C₁₈H₁₅FeNO
• 分子量: 317.17
• InChiKey: ITSHSYIJWYNCKQ-MIIBGCIDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.09
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-ferrocenyl-3-(3-pyridinyl)prop-2-en-1-one 、 硫酸二丁酯 以 甲苯 为溶剂， 反应 3.0h， 以71%的产率得到1-ferrocenyl-3-(3-N-butylpyridinium)prop-2-en-1-one butyl sulfate
  参考文献：
  名称：

  Synthesis and characterization of novel ferrocenyl chalcone ammonium and pyridinium salt derivatives

  摘要：

  A novel series of ferrocenyl chalcone ammonium and pyridinium salt derivatives were synthesized in order to improve their solubility in aqueous media. Substituted ferrocenyl chalcones with amines and pyridines were synthesized using the base-catalyzed Claisen-Schmidt reaction, and their corresponding salts were prepared by a nucleophilic quaternization reaction at the nitrogen atom. Most of the synthesized ferrocenyl chalcone salts were soluble in water at room temperature. They were fully characterized by IR, NMR spectroscopy and HRMS spectrometry, and their electrochemistry was studied. The salt derivatives presented chemical reversibility, electrochemical quasi reversibility, and the slope of a plot of LogIpc (or I-pa) versus Log v were almost 0.5 suggesting that their redox process was controlled by diffusion. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2017.07.050
• 作为产物：
  描述：

  3-吡啶甲醛 、 乙酰基二茂铁 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以70%的产率得到1-ferrocenyl-3-(3-pyridinyl)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and characterization of novel ferrocenyl chalcone ammonium and pyridinium salt derivatives

  摘要：

  A novel series of ferrocenyl chalcone ammonium and pyridinium salt derivatives were synthesized in order to improve their solubility in aqueous media. Substituted ferrocenyl chalcones with amines and pyridines were synthesized using the base-catalyzed Claisen-Schmidt reaction, and their corresponding salts were prepared by a nucleophilic quaternization reaction at the nitrogen atom. Most of the synthesized ferrocenyl chalcone salts were soluble in water at room temperature. They were fully characterized by IR, NMR spectroscopy and HRMS spectrometry, and their electrochemistry was studied. The salt derivatives presented chemical reversibility, electrochemical quasi reversibility, and the slope of a plot of LogIpc (or I-pa) versus Log v were almost 0.5 suggesting that their redox process was controlled by diffusion. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2017.07.050

文献信息

• Synthesis and characterization of novel ferrocenyl chalcone ammonium and pyridinium salt derivatives
  作者：Sara M. Delgado-Rivera、Giovanny E. Pérez-Ortiz、Andrés Molina-Villarino、Fabiel Morales-Fontán、Lyannis M. García-Santos、Alma M. González-Albó、Ana R. Guadalupe、Ingrid Montes-González

  DOI：10.1016/j.ica.2017.07.050

  日期：2017.11

  A novel series of ferrocenyl chalcone ammonium and pyridinium salt derivatives were synthesized in order to improve their solubility in aqueous media. Substituted ferrocenyl chalcones with amines and pyridines were synthesized using the base-catalyzed Claisen-Schmidt reaction, and their corresponding salts were prepared by a nucleophilic quaternization reaction at the nitrogen atom. Most of the synthesized ferrocenyl chalcone salts were soluble in water at room temperature. They were fully characterized by IR, NMR spectroscopy and HRMS spectrometry, and their electrochemistry was studied. The salt derivatives presented chemical reversibility, electrochemical quasi reversibility, and the slope of a plot of LogIpc (or I-pa) versus Log v were almost 0.5 suggesting that their redox process was controlled by diffusion. (C) 2017 Elsevier B.V. All rights reserved.