N,N'-bis(2-phosphonoethyl)-3,4;9,10-perylenediimide | 869371-15-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N,N'-bis(2-phosphonoethyl)-3,4;9,10-perylenediimide
• 英文别名: 2-[6,8,17,19-Tetraoxo-18-(2-phosphonoethyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaen-7-yl]ethylphosphonic acid；2-[6,8,17,19-tetraoxo-18-(2-phosphonoethyl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaen-7-yl]ethylphosphonic acid
• CAS: 869371-15-3
• 化学式: C₂₈H₂₀N₂O₁₀P₂
• 分子量: 606.422
• InChiKey: KGTUFXVFHQBQAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  190
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  nickel(II) chloride hexahydrate 、 N,N'-bis(2-phosphonoethyl)-3,4;9,10-perylenediimide 在 urea 作用下， 以 水 为溶剂， 生成 [Ni2(N,N'-bis(2-phosphonoethyl)-3,4;9,10-perylenediimide)(H2O)2]*3H2O
  参考文献：
  名称：

  Nickel(II) 3,4;9,10-Perylenediimide bis-Phosphonate Pentahydrate: A Metal–Organic Ferromagnetic Dye

  摘要：

  The new metal organic compound nickel(II) 3,4;9,10-perylenediimide bis-phosphonate pentahydrate, i.e. Ni-2[(PDI-BP)-(H2O)(2)]center dot 3H(2)O (1), has been synthesized and its structural and magnetic properties have been studied. Reaction of 3,4;9,10-perylenediimide bisphosphonate (PDI-BP, hereafter) ligand and nickel chloride in water resulted in the precipitation of a red and poorly crystalline solid (1). As the solid shows a poor crystalline organization of aggregates, the energy dispersive X-ray diffraction analysis (EDXD) technique has been used to obtain short-range order structural information of the single nanoaggregates by radial distribution function analysis. The overall structure of the compound is characterized by layers containing perylene planes shifted in the direction perpendicular to the stacking axes in such a way that only the outer rings overlap. The edges of the perylene planes are connected to the phosphonate groups through an imido group. The oxygen atoms of the [-PO3](2-) group and those of the water molecules are bonded to the nickel ions resulting in a [NiO6] octahedral coordination sphere. The Ni-O bond lengths are 0.21 +/- 0.08 nm and the Ni-O-Ni angles of aligned moieties are 95 +/- 2 degrees. The oxygen atoms of the water molecules and the nickel atoms are nearly planar and almost perpendicular to the perylene planes forming chains of edge-sharing octahedra. The magnetic properties of (1) show the presence of intrachain ferromagnetic Ni-Ni interactions and a long-range ferromagnetic order below 21 K with a canting angle and with a spin glasslike behavior due to disorder in the inorganic layer. Hysteresis cycles show a coercive field of ca. 272 mT at 2 K that decreases as the temperature is increased and vanishes at ca. 20 K.

  DOI：

  10.1021/ic300706h

文献信息

• Nickel(II) 3,4;9,10-Perylenediimide bis-Phosphonate Pentahydrate: A Metal–Organic Ferromagnetic Dye
  作者：Carlo Bellitto、Guido Righini、Carlos J. Gómez-García、Ruggero Caminiti、Marilena Carbone、Roberto Matassa、Elvira M. Bauer

  DOI：10.1021/ic300706h

  日期：2012.7.2

  The new metal organic compound nickel(II) 3,4;9,10-perylenediimide bis-phosphonate pentahydrate, i.e. Ni-2[(PDI-BP)-(H2O)(2)]center dot 3H(2)O (1), has been synthesized and its structural and magnetic properties have been studied. Reaction of 3,4;9,10-perylenediimide bisphosphonate (PDI-BP, hereafter) ligand and nickel chloride in water resulted in the precipitation of a red and poorly crystalline solid (1). As the solid shows a poor crystalline organization of aggregates, the energy dispersive X-ray diffraction analysis (EDXD) technique has been used to obtain short-range order structural information of the single nanoaggregates by radial distribution function analysis. The overall structure of the compound is characterized by layers containing perylene planes shifted in the direction perpendicular to the stacking axes in such a way that only the outer rings overlap. The edges of the perylene planes are connected to the phosphonate groups through an imido group. The oxygen atoms of the [-PO3](2-) group and those of the water molecules are bonded to the nickel ions resulting in a [NiO6] octahedral coordination sphere. The Ni-O bond lengths are 0.21 +/- 0.08 nm and the Ni-O-Ni angles of aligned moieties are 95 +/- 2 degrees. The oxygen atoms of the water molecules and the nickel atoms are nearly planar and almost perpendicular to the perylene planes forming chains of edge-sharing octahedra. The magnetic properties of (1) show the presence of intrachain ferromagnetic Ni-Ni interactions and a long-range ferromagnetic order below 21 K with a canting angle and with a spin glasslike behavior due to disorder in the inorganic layer. Hysteresis cycles show a coercive field of ca. 272 mT at 2 K that decreases as the temperature is increased and vanishes at ca. 20 K.