N,N-diallylaminomethylferrocene | 227805-05-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: N,N-diallylaminomethylferrocene
• 英文别名: cyclopenta-1,3-diene;N-(cyclopenta-2,4-dien-1-ylmethyl)-N-prop-2-enylprop-2-en-1-amine;iron(2+)
• CAS: 227805-05-2
• 化学式: C₁₇H₂₁FeN
• 分子量: 295.207
• InChiKey: NQMHFRMEMDNPBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  四氯化碳 、 N,N-diallylaminomethylferrocene 以 四氯化碳 为溶剂， 生成 N,N-diallylaminomethylferrocene hydrochloride
  参考文献：
  名称：

  Dealkylation reactions of dialkylaminomethylferrocenes with cyclic chlorocarbaphosphazene, (ClCN)2(Cl2PN)

  摘要：

  Dialkylaminomethylferrocenes, FcCH(2)NRR' (NRR'=NMe2)(1), NEt2 (2), N(CH2CH=CH2)(2), (3), N(CH2CH2)(2)O (4), N(Me)(CH2Ph) (5) and N(Me)(c-C6H11) (6) (Fe = Ferrocenyl) were synthesized by the reaction of ferrocene with the corresponding diamines, RR'NCH2NRR'. The identity of 3 was further confirmed by X-ray structural analysis of its hydrochloride, FcCH(2)NH (CH2CH=CH2)(2)(+) Cl- (7). Reactions of compounds 1-6 were carried out with tetrachlorodicarbaphosphatriazene, (ClCN)(2)(Cl2PN) in diethylether medium at room temperature or in refluxing toluene. The amines 1, 2, 4, 5 and 6 were found to undergo a facile C-N bond cleavage at the bridging methylene group irrespective of the nature of substituents on the nitrogen. The cleaved dialkylamino groups were found to substitute regiospecifically at the ring carbon atoms of the carbaphosphazene, yielding the dialkylamino substituted carbaphosphazenes [(RR'N)CN](2),(Cl2PN) 8-12. The X-ray crystal structure of the substituted carbaphosphazene (Me2NCN)(2)(Cl2PN) 8 has also been determined. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)01095-x
• 作为产物：
  描述：

  二茂铁 、 二(二烯丙基氨基)甲烷 在 H₃PO₄ 作用下， 以 溶剂黄146 为溶剂， 以40%的产率得到N,N-diallylaminomethylferrocene
  参考文献：
  名称：

  Dealkylation reactions of dialkylaminomethylferrocenes with cyclic chlorocarbaphosphazene, (ClCN)2(Cl2PN)

  摘要：

  Dialkylaminomethylferrocenes, FcCH(2)NRR' (NRR'=NMe2)(1), NEt2 (2), N(CH2CH=CH2)(2), (3), N(CH2CH2)(2)O (4), N(Me)(CH2Ph) (5) and N(Me)(c-C6H11) (6) (Fe = Ferrocenyl) were synthesized by the reaction of ferrocene with the corresponding diamines, RR'NCH2NRR'. The identity of 3 was further confirmed by X-ray structural analysis of its hydrochloride, FcCH(2)NH (CH2CH=CH2)(2)(+) Cl- (7). Reactions of compounds 1-6 were carried out with tetrachlorodicarbaphosphatriazene, (ClCN)(2)(Cl2PN) in diethylether medium at room temperature or in refluxing toluene. The amines 1, 2, 4, 5 and 6 were found to undergo a facile C-N bond cleavage at the bridging methylene group irrespective of the nature of substituents on the nitrogen. The cleaved dialkylamino groups were found to substitute regiospecifically at the ring carbon atoms of the carbaphosphazene, yielding the dialkylamino substituted carbaphosphazenes [(RR'N)CN](2),(Cl2PN) 8-12. The X-ray crystal structure of the substituted carbaphosphazene (Me2NCN)(2)(Cl2PN) 8 has also been determined. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)01095-x