N1,N2-di[(1-methyl-1H-2-imidazolyl)methyl]-N1,N2-di(2-pyridylmethyl)-1,2-ethanediamine | 1108181-66-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N1,N2-di[(1-methyl-1H-2-imidazolyl)methyl]-N1,N2-di(2-pyridylmethyl)-1,2-ethanediamine
• 英文别名: dimpyen；N,N'-bis[(1-methylimidazol-2-yl)methyl]-N,N'-bis(pyridin-2-ylmethyl)ethane-1,2-diamine
• CAS: 1108181-66-3
• 化学式: C₂₄H₃₀N₈
• 分子量: 430.556
• InChiKey: MJJZZJGZKYXBKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  sodium perchlorate monohydrate 、 iron(II) tetrafluoroborate hexahydrate 、 N1,N2-di[(1-methyl-1H-2-imidazolyl)methyl]-N1,N2-di(2-pyridylmethyl)-1,2-ethanediamine 、 水 以 甲醇 为溶剂， 以54%的产率得到(N1,N2-di((1-methyl-1H-2-imidazolyl)methyl)-N1,N2-di(2-pyridylmethyl)-1,2-ethanediamine)hydroxy iron(III) perchlorate
  参考文献：
  名称：

  A new N6 hexadentate ligand and a novel heptacoordinated N6O-type Fe(III) compounds: Synthesis, characterization and structure of [Fe(dimpyen)(OH)](A)2 (A=PF6− or ClO4−)

  摘要：

  In this contribution, we report the syntheses of a novel N-6 donor set ligand, dimpyen = N1,N2-di[(1-methyl-1H-2-imidazolyl) methyl]-N1, N2-di(2-pyridilmethyl)-1,2-ethanediamine. This type of ligand was designed to modulate the properties of the metal ions bound to it. The reaction with Fe(II) gives off a new heptacoordinated iron(III) complex. We study the spectroscopic (UV-Vis), magnetic and electrochemical behavior and also made the structural determination with X-ray diffraction at 134 K and a heptacoordinated N6O-type derivative of Fe(III) is reported as well. This complex crystallize as perchlorate or hexafluorophosphate and the formula of these derivatives are [Fe(dimpyen)(OH)](PF6)(2) (1) and [Fe(dimpyen)(OH)](ClO4)(2) (2) which both crystallize with an intermediate geometry, between pentagonal bipyramidal and monocapped octahedral. The UV-Vis spectra in CH3CN solution show a shoulder at 306 nm assigned to one ligand-metal charge-transfer (LMCT) transition, in addition, a weaker and wide band assigned to the charge transfer HO-Fe transition (lambda(max) at 404 nm with an extinction coefficient of 818 cm (1) M (1)) is also observed. The magnetic studies corroborate a high-spin iron (III) species in all the temperature range considered. Measurements of cyclic voltammetric confirm a reversible system Fe(III) species, with E-1/2 = -0.380 V/Fc(+)-Fc, this low potential value explains the high stability of the Fe(III) and the easy oxidation of Fe(II) by atmospheric O-2(g) reaction. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.05.008
• 作为产物：
  描述：

  1-甲基-1H-咪唑-2-甲醛 在 sodium tetrahydroborate 、 magnesium sulfate 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 48.0h， 生成 N1,N2-di[(1-methyl-1H-2-imidazolyl)methyl]-N1,N2-di(2-pyridylmethyl)-1,2-ethanediamine
  参考文献：
  名称：

  A new N6 hexadentate ligand and a novel heptacoordinated N6O-type Fe(III) compounds: Synthesis, characterization and structure of [Fe(dimpyen)(OH)](A)2 (A=PF6− or ClO4−)

  摘要：

  In this contribution, we report the syntheses of a novel N-6 donor set ligand, dimpyen = N1,N2-di[(1-methyl-1H-2-imidazolyl) methyl]-N1, N2-di(2-pyridilmethyl)-1,2-ethanediamine. This type of ligand was designed to modulate the properties of the metal ions bound to it. The reaction with Fe(II) gives off a new heptacoordinated iron(III) complex. We study the spectroscopic (UV-Vis), magnetic and electrochemical behavior and also made the structural determination with X-ray diffraction at 134 K and a heptacoordinated N6O-type derivative of Fe(III) is reported as well. This complex crystallize as perchlorate or hexafluorophosphate and the formula of these derivatives are [Fe(dimpyen)(OH)](PF6)(2) (1) and [Fe(dimpyen)(OH)](ClO4)(2) (2) which both crystallize with an intermediate geometry, between pentagonal bipyramidal and monocapped octahedral. The UV-Vis spectra in CH3CN solution show a shoulder at 306 nm assigned to one ligand-metal charge-transfer (LMCT) transition, in addition, a weaker and wide band assigned to the charge transfer HO-Fe transition (lambda(max) at 404 nm with an extinction coefficient of 818 cm (1) M (1)) is also observed. The magnetic studies corroborate a high-spin iron (III) species in all the temperature range considered. Measurements of cyclic voltammetric confirm a reversible system Fe(III) species, with E-1/2 = -0.380 V/Fc(+)-Fc, this low potential value explains the high stability of the Fe(III) and the easy oxidation of Fe(II) by atmospheric O-2(g) reaction. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.05.008

文献信息

• A new N6 hexadentate ligand and a novel heptacoordinated N6O-type Fe(III) compounds: Synthesis, characterization and structure of [Fe(dimpyen)(OH)](A)2 (A=PF6− or ClO4−)
  作者：Norma Ortega-Villar、Víctor M. Ugalde-Saldívar、Blas Flores-Pérez、Marcos Flores-Alamo、J.A. Real、Rafael Moreno-Esparza

  DOI：10.1016/j.ica.2011.05.008

  日期：2011.9

  In this contribution, we report the syntheses of a novel N-6 donor set ligand, dimpyen = N1,N2-di[(1-methyl-1H-2-imidazolyl) methyl]-N1, N2-di(2-pyridilmethyl)-1,2-ethanediamine. This type of ligand was designed to modulate the properties of the metal ions bound to it. The reaction with Fe(II) gives off a new heptacoordinated iron(III) complex. We study the spectroscopic (UV-Vis), magnetic and electrochemical behavior and also made the structural determination with X-ray diffraction at 134 K and a heptacoordinated N6O-type derivative of Fe(III) is reported as well. This complex crystallize as perchlorate or hexafluorophosphate and the formula of these derivatives are [Fe(dimpyen)(OH)](PF6)(2) (1) and [Fe(dimpyen)(OH)](ClO4)(2) (2) which both crystallize with an intermediate geometry, between pentagonal bipyramidal and monocapped octahedral. The UV-Vis spectra in CH3CN solution show a shoulder at 306 nm assigned to one ligand-metal charge-transfer (LMCT) transition, in addition, a weaker and wide band assigned to the charge transfer HO-Fe transition (lambda(max) at 404 nm with an extinction coefficient of 818 cm (1) M (1)) is also observed. The magnetic studies corroborate a high-spin iron (III) species in all the temperature range considered. Measurements of cyclic voltammetric confirm a reversible system Fe(III) species, with E-1/2 = -0.380 V/Fc(+)-Fc, this low potential value explains the high stability of the Fe(III) and the easy oxidation of Fe(II) by atmospheric O-2(g) reaction. (C) 2011 Elsevier B.V. All rights reserved.