diferrocenyl(methyl)phosphine oxide | 126001-72-7

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: diferrocenyl(methyl)phosphine oxide
• 英文别名: Cyclopenta-1,3-diene;2-[cyclopenta-1,4-dien-1-yl(methyl)phosphoryl]cyclopenta-1,3-diene;iron(2+)
• CAS: 126001-72-7
• 化学式: C₂₁H₂₁Fe₂OP
• 分子量: 432.065
• InChiKey: AIFWQOQYNKBROE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  diferrocenyl(methyl)phosphine monohydrate 在 air 作用下， 以 neat (no solvent) 为溶剂， 生成 diferrocenyl(methyl)phosphine oxide
  参考文献：
  名称：

  SYNTHESIS AND CHARACTERIZATION OF SOME ALKYL(DIFERROCENYL)PHOSPHINES AND ALKYL(DIFERROCENYL)PHOSPHINE OXIDES

  摘要：

  Reaction of ferrocene with alkyldichlorophosphines (RPCl2, R =Me, Et, t-Bu) in the presence of aluminum chloride produces diferrocenyl(alkyl)phosphines (Fc(2)PR, (1a)-(3a), R = Me, Et, t-Bu) and diferrocenyl(alkyl) phosphine oxides Fc(2)P(O)R, (1b)-(3b) in low yields. Diferrocenyl(ethyl)phosphine oxide (2b) crystallizes in the PI space group with one equivalent of water in the crystal. Compounds (1a)-(3a) are oxidized at lower potentials than the corresponding phenyl derivative, Fc(2)PPh. Cyclic voltammetry of (1a)-(3a) indicates that the first oxidation is irreversible. The corresponding diferrocenyl(alkyl)phosphine oxides (1b)-(3b) are more difficult to oxidize than (1a)-(3a) but show two reversible oxidations separated by 140-160mV.

  DOI：

  10.1081/sim-120013149

文献信息

• SYNTHESIS AND CHARACTERIZATION OF SOME ALKYL(DIFERROCENYL)PHOSPHINES AND ALKYL(DIFERROCENYL)PHOSPHINE OXIDES
  作者：Daniel A. Durfey、Rein U. Kirss、Melvyn Rowen Churchill、Kim M. Keil、William Feighery

  DOI：10.1081/sim-120013149

  日期：2002.11.2

  Reaction of ferrocene with alkyldichlorophosphines (RPCl2, R =Me, Et, t-Bu) in the presence of aluminum chloride produces diferrocenyl(alkyl)phosphines (Fc(2)PR, (1a)-(3a), R = Me, Et, t-Bu) and diferrocenyl(alkyl) phosphine oxides Fc(2)P(O)R, (1b)-(3b) in low yields. Diferrocenyl(ethyl)phosphine oxide (2b) crystallizes in the PI space group with one equivalent of water in the crystal. Compounds (1a)-(3a) are oxidized at lower potentials than the corresponding phenyl derivative, Fc(2)PPh. Cyclic voltammetry of (1a)-(3a) indicates that the first oxidation is irreversible. The corresponding diferrocenyl(alkyl)phosphine oxides (1b)-(3b) are more difficult to oxidize than (1a)-(3a) but show two reversible oxidations separated by 140-160mV.