2-methyl-N,N'-bis(2,3,4,5,6-pentafluorophenyl)-2-pyridin-2-ylpropane-1,3-diamine | 1449697-16-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-methyl-N,N'-bis(2,3,4,5,6-pentafluorophenyl)-2-pyridin-2-ylpropane-1,3-diamine
• CAS: 1449697-16-8
• 化学式: C₂₁H₁₃F₁₀N₃
• 分子量: 497.338
• InChiKey: JLKQNCUKIKXEHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  37
• 氢给体数：
  2
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  2-methyl-N,N'-bis(2,3,4,5,6-pentafluorophenyl)-2-pyridin-2-ylpropane-1,3-diamine 、 tetrakis(dimethylamido)zirconium 以 甲苯 为溶剂， 以62%的产率得到C₂₅H₂₃F₁₀N₅Zr
  参考文献：
  名称：

  Zirconium Complexes Supported by an N-Perfluoro-Arylated Diamidopyridyl Ligand: Synthesis of Hydrazinediido Complexes

  摘要：

  The N-perfluoro-phenylated pyridyldiamine (H2N2Npy)-N-PFP (1) has been prepared by a palladium-catalyzed coupling of hexafluorobenzene and the diamine (H2NCH2)(2)C(CH3)(2- C5H4N) using the palladacycle trans-di(p-acetato)bis[o-(di-o-tolylphosphino)benzyl]palladium(II) as catalyst. Reactions of (H2N2Npy)-N-PFP and Zr(NMe2)(4) at room temperature or 90 degrees C led to the complexes [((NN2Npy)-N-PFP-N-TFAP)ZrF(NMe2)] (2) and [((N2Npy)-N-TFAP)ZrF2] (3) in which one or two dimethylamido groups replaced one or two ortho fluorine atoms of the pentafluorophenyl groups in the ligand. Reaction of Me3SiX (X = Cl, I) with [((N2Npy)-N-TFAP)ZrF2] (3) resulted in the formation of mixed halogenated complexes [((N2Npy)-N-TFAP)ZrFI] (4) and [((N2Npy)-N-TFAP)ZrFCl] (5) in which the axially bound fluorido 4and is substituted. Reaction of [(N2TFAPNpy)ZrF2] (3) with LiNHNPI-12 afforded the monohydrazido(1) complex [(1-)2(TFAP)N(py))ZrF(NHNPh2)] (6) Which was converted to the dimeric fluoro-potassium bridged.hydrazinedado complex [Zr((N2Npy)-N-TFAP)FNNPh2K](2) (7) using KHMDS. The corresponding reaction with LiHMDS yielded the monomeric, donor free complex [Zr((N2Npy)-N-TFAP)NNPh2] (8).

  DOI：

  10.1021/ic401603y
• 作为产物：
  描述：

  六氟苯 、 2-methyl-2-(pyridin-2-yl)propane-1,3-diamine 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) 、 caesium carbonate 、 lithium bromide 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以36%的产率得到2-methyl-N,N'-bis(2,3,4,5,6-pentafluorophenyl)-2-pyridin-2-ylpropane-1,3-diamine
  参考文献：
  名称：

  Zirconium Complexes Supported by an N-Perfluoro-Arylated Diamidopyridyl Ligand: Synthesis of Hydrazinediido Complexes

  摘要：

  The N-perfluoro-phenylated pyridyldiamine (H2N2Npy)-N-PFP (1) has been prepared by a palladium-catalyzed coupling of hexafluorobenzene and the diamine (H2NCH2)(2)C(CH3)(2- C5H4N) using the palladacycle trans-di(p-acetato)bis[o-(di-o-tolylphosphino)benzyl]palladium(II) as catalyst. Reactions of (H2N2Npy)-N-PFP and Zr(NMe2)(4) at room temperature or 90 degrees C led to the complexes [((NN2Npy)-N-PFP-N-TFAP)ZrF(NMe2)] (2) and [((N2Npy)-N-TFAP)ZrF2] (3) in which one or two dimethylamido groups replaced one or two ortho fluorine atoms of the pentafluorophenyl groups in the ligand. Reaction of Me3SiX (X = Cl, I) with [((N2Npy)-N-TFAP)ZrF2] (3) resulted in the formation of mixed halogenated complexes [((N2Npy)-N-TFAP)ZrFI] (4) and [((N2Npy)-N-TFAP)ZrFCl] (5) in which the axially bound fluorido 4and is substituted. Reaction of [(N2TFAPNpy)ZrF2] (3) with LiNHNPI-12 afforded the monohydrazido(1) complex [(1-)2(TFAP)N(py))ZrF(NHNPh2)] (6) Which was converted to the dimeric fluoro-potassium bridged.hydrazinedado complex [Zr((N2Npy)-N-TFAP)FNNPh2K](2) (7) using KHMDS. The corresponding reaction with LiHMDS yielded the monomeric, donor free complex [Zr((N2Npy)-N-TFAP)NNPh2] (8).

  DOI：

  10.1021/ic401603y

文献信息

• Zirconium Complexes Supported by an <i>N-</i>Perfluoro-Arylated Diamidopyridyl Ligand: Synthesis of Hydrazinediido Complexes
  作者：Solveig A. Scholl、Gudrun T. Plundrich、Hubert Wadepohl、Lutz H. Gade

  DOI：10.1021/ic401603y

  日期：2013.9.3

  The N-perfluoro-phenylated pyridyldiamine (H2N2Npy)-N-PFP (1) has been prepared by a palladium-catalyzed coupling of hexafluorobenzene and the diamine (H2NCH2)(2)C(CH3)(2- C5H4N) using the palladacycle trans-di(p-acetato)bis[o-(di-o-tolylphosphino)benzyl]palladium(II) as catalyst. Reactions of (H2N2Npy)-N-PFP and Zr(NMe2)(4) at room temperature or 90 degrees C led to the complexes [((NN2Npy)-N-PFP-N-TFAP)ZrF(NMe2)] (2) and [((N2Npy)-N-TFAP)ZrF2] (3) in which one or two dimethylamido groups replaced one or two ortho fluorine atoms of the pentafluorophenyl groups in the ligand. Reaction of Me3SiX (X = Cl, I) with [((N2Npy)-N-TFAP)ZrF2] (3) resulted in the formation of mixed halogenated complexes [((N2Npy)-N-TFAP)ZrFI] (4) and [((N2Npy)-N-TFAP)ZrFCl] (5) in which the axially bound fluorido 4and is substituted. Reaction of [(N2TFAPNpy)ZrF2] (3) with LiNHNPI-12 afforded the monohydrazido(1) complex [(1-)2(TFAP)N(py))ZrF(NHNPh2)] (6) Which was converted to the dimeric fluoro-potassium bridged.hydrazinedado complex [Zr((N2Npy)-N-TFAP)FNNPh2K](2) (7) using KHMDS. The corresponding reaction with LiHMDS yielded the monomeric, donor free complex [Zr((N2Npy)-N-TFAP)NNPh2] (8).