N,N'-butane-1,4-diyl-bis(3-methyl-1-salicylideneimine) | 1129253-94-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N'-butane-1,4-diyl-bis(3-methyl-1-salicylideneimine)
• 英文别名: 2-[4-[(2-Hydroxy-3-methylphenyl)methylideneamino]butyliminomethyl]-6-methylphenol
• CAS: 1129253-94-6
• 化学式: C₂₀H₂₄N₂O₂
• 分子量: 324.423
• InChiKey: YHEHZNUJWSZLAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  palladium diacetate 、 N,N'-butane-1,4-diyl-bis(3-methyl-1-salicylideneimine) 以 乙腈 为溶剂， 以92%的产率得到N,N'-butane-1,4-diyl-bis(3-methyl-1-salicylideneiminate) palladium(II)
  参考文献：
  名称：

  Insights into electronic and structural properties of novel Pd(II) salen-type complexes

  摘要：

  Novel palladium(II) complexes with salen-type ligands based on 3-methylsalicyladehyde and a set of aliphatic diamines (C1 to C4) have been synthesised and characterized by spectroscopic techniques (UV-Vis and FTIR), Density Functional Theory (DFT) calculations and single-crystal X-ray diffraction for C1 and C4. X-ray diffraction analysis of these complexes was focused on coordination sphere and supramolecular arrangements. In the two compounds, the molecules form dimers, being the most relevant intermolecular interactions the hydrogen bonds of the type C-H center dot center dot center dot O, C-H center dot center dot center dot pi and pi center dot center dot center dot pi stacking interactions between the six-membered metallocycles.Electronic spectra of all Pd(II) complexes are dominated by charge transfer and intraligand bands at lambda < 400 nm. DFT calculations showed that the HOMO is ligand-dominated, with the metal contribution being similar to 18% for all complexes. This suggests that the structural/electronic differences between the ligands do not influence significantly the participation of metal orbitals in HOMO. All the complexes exhibit dipole moments with the same direction, from the aldehyde moiety towards the imine bridge with C2 and C3 showing quite similar values, mu(C2) = 5.49 and mu(C3) = 5.54 D, whereas complexes C1 and C4 show slightly higher values: mu(C1) = 5.79 and mu(C4) = 6.17 D. The magnitude of bond lengths and angles predicted by DFT calculations are comparable to those determined by X-ray crystallography.The experimental vibrational frequencies of the Pd(II) complexes were correlated with the values estimated by DFT calculations. The good agreement between the experimental and theoretical vibrational data allowed the assignment of relevant IR bands to molecular vibration modes. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2010.08.023