N,N'-bis-(2-(phenylmethylthio)benzylidene)-1,2-diaminoethane | 143643-56-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: N,N'-bis-(2-(phenylmethylthio)benzylidene)-1,2-diaminoethane
• 英文别名: 1-(2-benzylsulfanylphenyl)-N-[2-[(2-benzylsulfanylphenyl)methylideneamino]ethyl]methanimine
• CAS: 143643-56-5
• 化学式: C₃₀H₂₈N₂S₂
• 分子量: 480.698
• InChiKey: VPSXDNJTHAEOPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.81
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  24.72
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N,N'-bis{(2-(phenylmethylthio)phenyl)methylene}ethane-1,2-diaminecopper(I) perchlorate 、 N,N'-bis-(2-(phenylmethylthio)benzylidene)-1,2-diaminoethane 以 乙醇 为溶剂， 生成 bis{N,N'-bis((2-(phenylmethylthio)phenyl)methylene)ethane-1,2-diamine-N,N',N,N'}copper(I) perchlorate
  参考文献：
  名称：

  从铜（I）N 2 S 2络合物中取代配位的硫醚的结构，光谱和电化学后果

  摘要：

  从铜（拆卸两个协调硫醚的效果我）N 2小号2复杂Ñ，Ñ ' -双{[2-（苯基甲硫基）苯基]亚甲基}乙烷-1,2- diaminecopper（我），高氯酸已经研究了[CuL] ClO 4。这是通过用第二摩尔相同的配体处理该配合物而实现的，使得Cu I配位至两个配体，每个配体都通过其二亚胺部分。生成的橙色络合物[CuL 2 ] ClO 4在固态下是空气稳定的。X射线晶体结构分析结果表明，该阳离子具有近似四面体的立体化学结构，CuN 2 –CuN 2二面角为90.7（4）°，Cu–N键长均为2.05（1）Å，且螯合物为N–Cu–N角度为83.9（4）和85.0（4）°。从循环伏安法的结果表明在Cu的准可逆性我↔的Cu II电子转移过程中，和0.23±0.02伏的标准还原电势相对于饱和甘汞电极。铜（II）物种的化学分解也很明显，这与尝试直接合成时其高反应活性是一致的。

  DOI：

  10.1039/dt9920002411

文献信息

• Crystal structures, dynamic behaviour and electrochemical properties of the copper-(I) and -(II) complexes of a new N2S2 ligand
  作者：David A. Nation、Max R. Taylor、Kevin P. Wainwright

  DOI：10.1039/dt9920001557

  日期：——

  The complexing properties of the new quadridentate N2S2 ligand N,N'-bis[2-(phenylmethylthio)phenyl]methylene} ethane-1,2-diamine, L, with Cu(I) and Cu(II) have been investigated. The perchlorate salt of [CuL]+ occurs as orange crystals in which mirror image forms, [(+/-)-(R*,R*,S*)], of the highly distorted tetrahedral cation coexist. The CuN2-CuS2 dihedral angle = 60.0(1)-degrees, bond lengths and angles are Cu-S 2.285(1) and 2.258(1) angstrom, Cu-N 2.029(3) and 2.069(3) angstrom, N-Cu-N 82.7(1)-degrees, S-Cu-S 123.56(4)-degrees. In nitromethane solution, however, variable-temperature C-13 NMR spectroscopy indicates that [CuL]+ exists predominantly as an equilibrium mixture of the two other diastereomers, [(+/-)-(R*,R*,R*)] and [(+/-)R*, S*,S*)] for which the interconversion barrier corresponds to DELTA-G280 = 59.8 +/- 0.6 kJ mol 1. Exposure of an ethanolic solution of [CuL]ClO4 to the atmosphere leads to slow deposition of brown crystals of [CuL(H2O)][ClO4]2. Crystal structure determination revealed the Cu(II) cation to be square-pyramidal with the water molecule occupying the apical position: Cu-S 2.323(6) and 2.318(5) angstrom; Cu-N 1.94(1) and 2.00(2) angstrom; Cu-O (H2O) 2.29(1) angstrom. The crystals are achiral and racemic, arising through coexistence of the [(+/-)-(R*,R*)] enantiomeric forms of the complex. Cyclic voltammetry indicates a quasi-reversible system for which E1/2 = 0.28 V vs. saturated calomel electrode.