(η(5)-cyclopentadienyl)[1-9a-η(6)-9-(2'-methoxycarbonylmethylene phenylamino)fluorene]iron(II) hexafluorophosphate | 207797-98-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (η(5)-cyclopentadienyl)[1-9a-η(6)-9-(2'-methoxycarbonylmethylene phenylamino)fluorene]iron(II) hexafluorophosphate
• 英文别名: cyclopenta-1,3-diene;iron(2+);methyl 2-[2-(9H-fluoren-9-ylamino)phenyl]acetate;hexafluorophosphate
• CAS: 207797-98-6
• 化学式: C₂₇H₂₄FeNO₂*F₆P
• 分子量: 595.304
• InChiKey: ZSAWWVTTXCYZFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.37
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  ammonium hexafluorophosphate 、 (η(5)-cyclopentadienyl)[1-9a-η(6)-9-fluorenone-(2'-methoxycarbonylmethylene)-anil]iron(II) hexafluorophosphate 以 further solvent(s) 为溶剂， 以70%的产率得到(η(5)-cyclopentadienyl)[1-9a-η(6)-9-(2'-methoxycarbonylmethylene phenylamino)fluorene]iron(II) hexafluorophosphate
  参考文献：
  名称：

  Electrochemical reduction of some [(η5-Cyclopentadienyl) (η6-arene) iron(II)][PF6] complexes bearing an imine or a nitrone function in benzylic position of the arene ligand

  摘要：

  The electrochemical reduction in basic hydro-organic media of mixtures of [(eta(5)-Cp) (eta(6)-benzophenone-N-(aryl)nitrone) Fe](+) 1a-d and [(eta(5)-Cp) (eta(6)-benzophenone anil) Fe](+) complexes 1'a-d led to the corresponding [(eta(5)-Cp) (eta(6)-alpha-(arylamino)diphenylmethane) Fe](+) cations 2a-d with good yields (85-90%). In a similar manner, various [(eta(5)-Cp) (eta(6)-9-(arylamino)fluorene) Fe](+) cations 4a-i were synthesized (70-88% yield) in acidic hydro-organic media from the corresponding [(eta(5)-Cp) (eta(6)-fluorenone anil) Fe](+) 3a-i or the [(eta(5)-Cp) (eta(6)-fluorenone-N-(2'-methoxycarbonyl phenyl)nitrone) Fe](+) derivative 3'i. According to H-1 NMR chemical shifts, the exo isomer is formed in the majority (exo:endo ca. 75:25) during electrosynthesis of compounds 4a-i. We could explain these unexpected results by an epimerization in the electrolysis media. The amines 4a,b were re-oxidized by oxygen into the starting imine 3a,b under very mild Al2O3-catalysis conditions (77-80% yield). (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00627-x