N,N'-bis(3-methoxysalicylidene)-2,3-diaminopyridine | 376355-02-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N'-bis(3-methoxysalicylidene)-2,3-diaminopyridine
• 英文别名: N,N'-bis(2-hydroxy-3-methoxyphenylmethylidene)-2,3-pyridinediamine；2-[[2-[(2-Hydroxy-3-methoxyphenyl)methylideneamino]pyridin-3-yl]iminomethyl]-6-methoxyphenol
• CAS: 376355-02-1
• 化学式: C₂₁H₁₉N₃O₄
• 分子量: 377.4
• InChiKey: NATLFTQKGVACBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  96.5
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N,N'-bis(3-methoxysalicylidene)-2,3-diaminopyridine 、 copper dichloride 以 乙醇 、 氯仿 为溶剂， 以44%的产率得到
  参考文献：
  名称：

  Henri; Tangenine; Gupta, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2001, vol. 40, # 9, p. 999 - 1003

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二氨基吡啶 、 邻香草醛 以 甲醇 为溶剂， 以58%的产率得到N,N'-bis(3-methoxysalicylidene)-2,3-diaminopyridine
  参考文献：
  名称：

  Synthesis, X-ray crystallography, spectroscopy, electrochemistry, thermal and kinetic study of uranyl Schiff base complexes

  摘要：

  Uranyl(VI) complexes [UO2(L)(solvent)], where L denotes an asymmetric N2O2 Schiff base (salpyr, 3-MeOsalpyr, 4-MeOsalpyr, 5-MeOsalpyr, 5-Clsalpyr or 5-Brsalpyr; salpyr is N,N-bis(salicyliden)-2,3-diaminopyridine), were synthesized and characterized in solution (UV-vis, H-1 NMR, cyclic voltammetry) and in the solid-state (X-ray crystallography, IR, TGA, C H N.). X-ray crystallography of UO2(3-MeOsalpyr) revealed coordination of the uranyl by the tetradentate Schiff base and one disordered solvent, resulting in seven-coordinate uranium. Another disordered solvent was not coordinated. Cyclic voltammetry of [(UO2)-O-VI(L)(solvent)] in acetonitrile was used to investigate the effect of the substituents of the Schiff base ligands on oxidation and reduction potential. The quasi-reversible redox reaction without any successive reactions was accelerated by groups with lesser electron withdrawing. We also investigated the kinetics and mechanism of the exchange reaction of the coordinated solvent with tributylphosphine using spectrophotometric method. The second-order rate constants at four temperatures and activation parameters showed an associative mechanism for all corresponding complexes with the following trend: UO2(5-Clsalpyr)>UO2(5-Brsalpyr)>UO2(3-MeOsalpyr)>UO2(4-MeOsalpyr)>UO2(salpyr)>UO2(5-MeOsalpyr). It was concluded that the steric and electronic properties of the complexes were important for the reaction rate.

  DOI：

  10.1080/00958972.2013.849343