gem-2,2-bis(N-(ferrocenylmethyl)-N-methylamino)tetrachlorocyclotriphosphazene | 211051-14-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: gem-2,2-bis(N-(ferrocenylmethyl)-N-methylamino)tetrachlorocyclotriphosphazene
• 英文别名: cyclopenta-1,3-diene;iron(2+);4,4,6,6-tetrachloro-2-N,2-N'-bis(cyclopenta-2,4-dien-1-ylmethyl)-2-N,2-N'-dimethyl-1,3,5-triaza-2λ5,4λ5,6λ5-triphosphacyclohexa-1,3,5-triene-2,2-diamine
• CAS: 211051-14-8
• 化学式: C₂₄H₂₈Cl₄Fe₂N₅P₃
• 分子量: 732.947
• InChiKey: HVUVAJDRJMUCCS-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：

  吗啉 、 gem-2,2-bis(N-(ferrocenylmethyl)-N-methylamino)tetrachlorocyclotriphosphazene 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以52%的产率得到7,11-diferrocenyl-2,2,4,4-tetra(4-morpholinyl)-1,3,5,7,10-pentaaza-2λ⁵,4λ⁵,6λ⁵-triphosphaspiro[4.5]deca-1,3,5-triene
  参考文献：
  名称：

  Phosphorus-Nitrogen Compounds: Part 25. Syntheses, Spectroscopic, Structural and Electrochemical Investigations, Antimicrobial Activities, and DNA Interactions of Ferrocenyldiaminocyclotriphosphazenes

  摘要：

  The condensation reactions of hexachlorocyclotriphosphazene (N3P3Cl6) with mono (1 and 2) and bisferrocenyldiamines (3-5 and 7) resulted in the formation of tetrachloro mono- (8 and 9) and bisferrocenylspirocyclotriphosphazenes (10-13). In addition the tetramorpholino mono- (8a and 9a) and bisferrocenylphosphazenes (10a-12a) were obtained from the reactions of the corresponding tetrachlorophosphazenes (8-12) with excess morpholine. The structures of all the phosphazenes were determined using FTIR, MS, H-1, C-13, and P-31 NMR and 2-dimensional NMR techniques. The structures of 9a and 13 were determined by single crystal X-ray diffraction techniques. Cyclic voltammetric investigations of compounds 8a, 9a, and 11a revealed that ferrocene redox centers undergo reversible oxidation. These ferrocenylphosphazenes appear to be quite robust electrochemically. Interactions between the compounds 8a, 9a, 11a, and 12a and pBR322 plasmid DNA were investigated by agarose gel electrophoresis. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional text and figures.]

  DOI：

  10.1080/10426507.2013.779273
• 作为产物：
  描述：

  六氯环三磷腈 、 (η-C5H5)Fe(η-C5H4CH2NH(Me)) 以 四氢呋喃 为溶剂， 生成 gem-2,2-bis(N-(ferrocenylmethyl)-N-methylamino)tetrachlorocyclotriphosphazene
  参考文献：
  名称：

  Phosphorus-Nitrogen Compounds: Part 25. Syntheses, Spectroscopic, Structural and Electrochemical Investigations, Antimicrobial Activities, and DNA Interactions of Ferrocenyldiaminocyclotriphosphazenes

  摘要：

  The condensation reactions of hexachlorocyclotriphosphazene (N3P3Cl6) with mono (1 and 2) and bisferrocenyldiamines (3-5 and 7) resulted in the formation of tetrachloro mono- (8 and 9) and bisferrocenylspirocyclotriphosphazenes (10-13). In addition the tetramorpholino mono- (8a and 9a) and bisferrocenylphosphazenes (10a-12a) were obtained from the reactions of the corresponding tetrachlorophosphazenes (8-12) with excess morpholine. The structures of all the phosphazenes were determined using FTIR, MS, H-1, C-13, and P-31 NMR and 2-dimensional NMR techniques. The structures of 9a and 13 were determined by single crystal X-ray diffraction techniques. Cyclic voltammetric investigations of compounds 8a, 9a, and 11a revealed that ferrocene redox centers undergo reversible oxidation. These ferrocenylphosphazenes appear to be quite robust electrochemically. Interactions between the compounds 8a, 9a, 11a, and 12a and pBR322 plasmid DNA were investigated by agarose gel electrophoresis. [Supplementary materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional text and figures.]

  DOI：

  10.1080/10426507.2013.779273

文献信息

• <i>N</i>-(Ferrocenylmethyl)-<i>N</i>-methylaminocyclotriphosphazenes
  作者：Charles N. Myer、Christopher W. Allen

  DOI：10.1021/ic011049o

  日期：2002.1.1

  ne, N(3)P(3)Cl(5)O(CH(2))(4)OC(O)C(Me)=CH(2), gives the surprising geminal isomer 2,2-N(3)P(3)Cl(4)[O(CH(2))(4)OC(O)C(Me)=CH(2)]N(Me)CH(2)C(5)H(4)FeC(5)H(5) and the tris derivative 2,2',4-N(3)P(3)Cl(3)[O(CH(2))(4)OC(O)C(Me)=CH(2)][N(Me)CH(2)C(5)H(4)FeC(5)H(5)](2). All of the phosphazene derivatives were characterized by elemental analyses, mass spectrometry, IR and NMR ((1)H, (13)C, (31)P) spectroscopy

  N-（二茂铁基甲基）-N-甲胺，C（5）H（5）FeC（5）H（4）CH（2）（Me）NH与六氯环三磷腈，N（3）P（3）Cl的反应（6），导致形成N-（二茂铁基甲基）-N-甲基氨基环三磷腈衍生物N（3）（-）P（3）Cl（6-n）[N（Me）CH（2）C（5 ）H（4）FeC（5）H（5）]（n）（n = 1-3）。只能检测到少量的较高取代度。在二取代产物的情况下，异构体的比例取决于溶剂的极性。在非极性溶剂中，该比例为反式>双键>顺式，而在乙腈中，仅观察到等量的反式和顺式异构体。N-（二茂铁基甲基）-N-甲胺与（甲基丙烯酰基丁烯二氧基）五氯环三磷腈，N（3）P（3）Cl（5）O（CH（2））（4）OC（O）C（Me）= CH的反应（2）给出令人惊讶的双子异构体2 2-N（3）P（3）Cl（4）[O（CH（2））（4）OC（O）C（Me）= CH（2）] N（Me）CH（2）C（5 ）H（