N-ferrocenylmethyl-N'-(2-pyridylmethyl)imidazolium iodide | 1443135-45-2

• 英文名称: N-ferrocenylmethyl-N'-(2-pyridylmethyl)imidazolium iodide
• CAS: 1443135-45-2
• 化学式: C₂₀H₂₀FeN₃*I
• 分子量: 485.15
• InChiKey: INUTZBXLMKQNIV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  N-ferrocenylmethyl-N'-(2-pyridylmethyl)imidazolium iodide 、 silver(l) oxide 以 丙酮 为溶剂， 反应 24.0h， 以36%的产率得到
  参考文献：
  名称：

  Synthesis and structural characterization of N-heterocyclic carbene silver complexes derived from N-ferrocenylmethyl-N′-(pyridylmethyl)imidazolium iodides

  摘要：

  A series of N-heterocyclic carbene (NHC) silver complexes derived from N-ferrocenylmethyl-N'-(pyridylmethyl)imidazolium iodides have been synthesized, which show remarkable structural diversity. Reaction of N-ferrocenylmethyl-N'-(2-pyridylmethyl)imidazolium iodide with Ag2O yielded stair-like NHC-Ag complexes, whose assembly modes significantly depended on experimental conditions. Reaction of N-ferrocenylmethyl-N'-(4-pyridylmethyl)imidazolium iodide with Ag2O yielded a chain NHC-Ag complex with a repeating 16-membered macrocyclic unit. However, similar reaction of N-ferrocenylmethyl-N'-(3-pyridylmethyl)imidazolium iodide with Ag2O only gave a dimeric NHC-Ag complex through bridging iodide. In these NHC-Ag complexes, 2- and 4-pyridyl-substituted NHCs act as bridging bidentate ligands through the pyridyl nitrogen and carbene carbon atoms, while 3-pyridyl-substituted NHC only acts as a monodentate ligand through the carbene carbon atom. An I/CI exchange reaction was observed upon recrystallization of these NHC silver iodides in CH2Cl2. These NHC-Ag complexes exhibited highly effective catalytic activity in the three-component coupling reaction of alkyne, aldehyde and amine to generate propargylamines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.04.032
• 作为产物：
  描述：

  N,N,N-(ferrocenylmethyl)trimethylammonium iodide 、 2-(咪唑-1-基甲基)吡啶 以 乙腈 为溶剂， 反应 18.0h， 以74%的产率得到N-ferrocenylmethyl-N'-(2-pyridylmethyl)imidazolium iodide
  参考文献：
  名称：

  Synthesis and structural characterization of N-heterocyclic carbene silver complexes derived from N-ferrocenylmethyl-N′-(pyridylmethyl)imidazolium iodides

  摘要：

  A series of N-heterocyclic carbene (NHC) silver complexes derived from N-ferrocenylmethyl-N'-(pyridylmethyl)imidazolium iodides have been synthesized, which show remarkable structural diversity. Reaction of N-ferrocenylmethyl-N'-(2-pyridylmethyl)imidazolium iodide with Ag2O yielded stair-like NHC-Ag complexes, whose assembly modes significantly depended on experimental conditions. Reaction of N-ferrocenylmethyl-N'-(4-pyridylmethyl)imidazolium iodide with Ag2O yielded a chain NHC-Ag complex with a repeating 16-membered macrocyclic unit. However, similar reaction of N-ferrocenylmethyl-N'-(3-pyridylmethyl)imidazolium iodide with Ag2O only gave a dimeric NHC-Ag complex through bridging iodide. In these NHC-Ag complexes, 2- and 4-pyridyl-substituted NHCs act as bridging bidentate ligands through the pyridyl nitrogen and carbene carbon atoms, while 3-pyridyl-substituted NHC only acts as a monodentate ligand through the carbene carbon atom. An I/CI exchange reaction was observed upon recrystallization of these NHC silver iodides in CH2Cl2. These NHC-Ag complexes exhibited highly effective catalytic activity in the three-component coupling reaction of alkyne, aldehyde and amine to generate propargylamines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2013.04.032