1-(N,N-dibutylaminomethyl)-2-iodoferrocene | 366795-98-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: 1-(N,N-dibutylaminomethyl)-2-iodoferrocene
• 英文别名: N-butyl-N-[(2-iodocyclopenta-2,4-dien-1-yl)methyl]butan-1-amine;cyclopenta-1,3-diene;iron(2+)
• CAS: 366795-98-4
• 化学式: C₁₉H₂₈FeIN
• 分子量: 453.19
• InChiKey: OZIXITGHFLDFNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.82
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-碘丁烷 、 1-(N,N-dibutylaminomethyl)-2-iodoferrocene 以 not given 为溶剂， 以30%的产率得到cyclopenta-1,3-diene;iron(2+);tributyl-[(5-iodocyclopenta-1,3-dien-1-yl)methyl]azanium;iodide
  参考文献：
  名称：

  摘要：

  Trialkyl (ferrocenyl methyl)ammonium salts and their 2-substituted analogs designed for the preparation of molecular ferromagnetics based on bimetallic oxalates were synthesized using classical alkylation of dialkylaminomethylferrocenes by alkyl halides and nucleophilic substitution reaction of 2-substituted dimethylaminomethylferrocene methiodides with trialkylamines. In the case of salts with electron-donating substituents in position 2, only the latter of the two proposed routes is applicable because IV-alkylation with alkyl halides is accompanied by competing ferrocenylmethylation of the starting amine. On the contrary, the salts with electron-withdrawing 2-substituents should be prepared preferably by the reaction of amines with alkyl halides, while nucleophilic trialkylamination of methiodides is complicated by deprotonation. induced by bases.

  DOI：

  10.1023/a:1011377611293
• 作为产物：
  描述：

  N,N-dibutylaminomethylferrocene 以 not given 为溶剂， 以44.3%的产率得到1-(N,N-dibutylaminomethyl)-2-iodoferrocene
  参考文献：
  名称：

  摘要：

  Trialkyl (ferrocenyl methyl)ammonium salts and their 2-substituted analogs designed for the preparation of molecular ferromagnetics based on bimetallic oxalates were synthesized using classical alkylation of dialkylaminomethylferrocenes by alkyl halides and nucleophilic substitution reaction of 2-substituted dimethylaminomethylferrocene methiodides with trialkylamines. In the case of salts with electron-donating substituents in position 2, only the latter of the two proposed routes is applicable because IV-alkylation with alkyl halides is accompanied by competing ferrocenylmethylation of the starting amine. On the contrary, the salts with electron-withdrawing 2-substituents should be prepared preferably by the reaction of amines with alkyl halides, while nucleophilic trialkylamination of methiodides is complicated by deprotonation. induced by bases.

  DOI：

  10.1023/a:1011377611293