2-[(2-pyridylmethyl)(2'-pyridylethyl)amino-methyl]-4-methyl-6-(methylthio)phenol | 1186470-04-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[(2-pyridylmethyl)(2'-pyridylethyl)amino-methyl]-4-methyl-6-(methylthio)phenol
• 英文别名: 4-Methyl-2-methylsulfanyl-6-[[2-pyridin-2-ylethyl(pyridin-2-ylmethyl)amino]methyl]phenol；4-methyl-2-methylsulfanyl-6-[[2-pyridin-2-ylethyl(pyridin-2-ylmethyl)amino]methyl]phenol
• CAS: 1186470-04-1
• 化学式: C₂₂H₂₅N₃OS
• 分子量: 379.526
• InChiKey: ANAQDPPYPVLUHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  74.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(2-pyridylmethyl)(2'-pyridylethyl)amino-methyl]-4-methyl-6-(methylthio)phenol 、 tert-butylammonium hexafluorophosphate(V) 、 copper dichloride 在 N(CH₂CH₃)3 作用下， 以 甲醇 为溶剂， 以97%的产率得到[Cu3Cl2(2-[(2-pyridylmethyl)(2'-pyridylethyl)amino-methyl]-4-methyl-6(methylthio)phenolate)2](hexafluorphosphate)2
  参考文献：
  名称：

  Mononuclear and Polynuclear Copper(II) Complexes Derived from Pyridylalkylaminomethylphenol Polypodal Ligands

  摘要：

  Four mononuclear complexes [Cu(HL1)CI]PF6 center dot CH3OH (1), [Cu(HSL1)CI]PF6 center dot 0.75H(2)O (2), [Cu(HL2)CI]PF6 center dot CH3OH (3), [Cu(HSL2)CI]PF6 center dot 1.5CH(3)OH (4), and two polynuclear complexes [Cu-2(SL2)(2)](PF6)(2)center dot 2CH(3)OH (5) and {Cu[Cu(SL2)(CI)](2)}(PF6)(2) (6) (HL1: 2-[(bis(2-pyridylmethyl)-amino)methyl]-4-methylphenol; HSL1: 2-[(bis(2-pyridylmethyl)amino) methyl]-4-methyl-6-(methyl-thio)phenol; HL2: 2-[(2-pyridylmethyl)(2'-pyridylethyl)-aminomethyl)]-4-methylphenol; HSL2: 2-[(2-pyridylmethyl)(2'-pyridylethyl)amino-methyl]-4-methyl-6-(methythio)phenol were obtained and characterized. The crystal structures of the mononuclear complexes 1-4 show the copper centers in a square-base pyramidal environment with the phenolic oxygen coordinated at the axial position. Dinuclear complex 5 has two copper centers with different geometry and bridged by phenoxo oxygens; one of the copper atoms is square pyrmidal while the other can be described with a highly distorted octahedral geometry with a long Cu-S distance (2.867 angstrom). Density functional theory calculations were used to obtain the reported structure of 6, since single crystals suitable for X-ray diffraction were not isolated. Magnetic studies done for 5 and 6 show an antiferromagnetic behavior for 5 (J = -134 cm(-1)) and a ferromagnetic behavior for 6 (J = +11.9 cm(-1)). Redox potentials for the mononuclear complexes were measured by cyclic voltammetry; the values show the effect of the chelating ring size (-213 mV and - 142 mV for Cu-HL1 and Cu-HL2, respectively) and the presence of the thiomethyl substituent (-213 mV and -184 mV for Cu-HL1 and Cu-HSL1, respectively).

  DOI：

  10.1021/ic901026x

文献信息

• Mononuclear and Polynuclear Copper(II) Complexes Derived from Pyridylalkylaminomethylphenol Polypodal Ligands
  作者：Jorge Manzur、Hector Mora、Andrés Vega、Diego Venegas-Yazigi、Miguel A. Novak、José Ricardo Sabino、Verónica Paredes-García、Evgenia Spodine

  DOI：10.1021/ic901026x

  日期：2009.9.21

  Four mononuclear complexes [Cu(HL1)CI]PF6 center dot CH3OH (1), [Cu(HSL1)CI]PF6 center dot 0.75H(2)O (2), [Cu(HL2)CI]PF6 center dot CH3OH (3), [Cu(HSL2)CI]PF6 center dot 1.5CH(3)OH (4), and two polynuclear complexes [Cu-2(SL2)(2)](PF6)(2)center dot 2CH(3)OH (5) and Cu[Cu(SL2)(CI)](2)}(PF6)(2) (6) (HL1: 2-[(bis(2-pyridylmethyl)-amino)methyl]-4-methylphenol; HSL1: 2-[(bis(2-pyridylmethyl)amino) methyl]-4-methyl-6-(methyl-thio)phenol; HL2: 2-[(2-pyridylmethyl)(2'-pyridylethyl)-aminomethyl)]-4-methylphenol; HSL2: 2-[(2-pyridylmethyl)(2'-pyridylethyl)amino-methyl]-4-methyl-6-(methythio)phenol were obtained and characterized. The crystal structures of the mononuclear complexes 1-4 show the copper centers in a square-base pyramidal environment with the phenolic oxygen coordinated at the axial position. Dinuclear complex 5 has two copper centers with different geometry and bridged by phenoxo oxygens; one of the copper atoms is square pyrmidal while the other can be described with a highly distorted octahedral geometry with a long Cu-S distance (2.867 angstrom). Density functional theory calculations were used to obtain the reported structure of 6, since single crystals suitable for X-ray diffraction were not isolated. Magnetic studies done for 5 and 6 show an antiferromagnetic behavior for 5 (J = -134 cm(-1)) and a ferromagnetic behavior for 6 (J = +11.9 cm(-1)). Redox potentials for the mononuclear complexes were measured by cyclic voltammetry; the values show the effect of the chelating ring size (-213 mV and - 142 mV for Cu-HL1 and Cu-HL2, respectively) and the presence of the thiomethyl substituent (-213 mV and -184 mV for Cu-HL1 and Cu-HSL1, respectively).