N-(2,4,5-trichlorophenyl)pyridine-2-carboxamide | 155559-83-4

• 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: N-(2,4,5-trichlorophenyl)pyridine-2-carboxamide
• 英文别名: N-2,4,5-Trichlorophenylpyridine-2-carboxamide
• CAS: 155559-83-4
• 化学式: C₁₂H₇Cl₃N₂O
• 分子量: 301.559
• InChiKey: BUBIPBYZTMGPDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  copper diacetate 、 N-(2,4,5-trichlorophenyl)pyridine-2-carboxamide 以 甲醇 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  Control of the stereochemistry of four-co-ordinate copper(II) complexes by pyridinecarboxamide ligands: crystal structure, spectral and redox properties

  摘要：

  Three copper(ii) complexes [CuL1].H2O 1, [CuL2(2)]2 and [CuL2(3)] 3 [H2L1 = N,N'-o-phenylenebis-(pyridine-2-carboxamide); HL 2 = N-phenylpyridine-2-carboxamide; HL3 = N-2,4,5-trichlorophenyl-pyridine-2-carboxamide] have been prepared and their stereochemical properties investigated. Complex 2 has been characterized by X-ray crystallography: space group P2(1)/n, a = 10.853(4), b = 19.015(6), c = 10.293(3) angstrom, beta = 105.22(3)-degrees, Z = 4, R = 0,030, R' = 0.034 for 2938 observed reflections. Compared to the known square-pyramidal structure of 1 it is revealed that the deprotonated bidentate ligand L2 exerts a measurable degree of geometric control over the co-ordination sphere of 2 (distorted towards tetrahedral). Similar effects are also observed from absorption and EPR spectral results. The Cu(II)-Cu(I) redox potentials in dimethylformamide solution have been determined by cyclic voltammetry. Upon replacement of the tetradentate L1 ligand by two uninegative bidentate L2 or L3 ligands, of similar donor set, a marked positive shift (ca. 0.6-0.7 V) was observed, implying the predominance of structural effects.

  DOI：

  10.1039/dt9940000965
• 作为产物：
  描述：

  2,4,5-三氯硝基苯 在 吡啶 、 亚磷酸三苯酯 、 盐酸 、 tin(ll) chloride 作用下， 反应 8.0h， 生成 N-(2,4,5-trichlorophenyl)pyridine-2-carboxamide
  参考文献：
  名称：

  Control of the stereochemistry of four-co-ordinate copper(II) complexes by pyridinecarboxamide ligands: crystal structure, spectral and redox properties

  摘要：

  Three copper(ii) complexes [CuL1].H2O 1, [CuL2(2)]2 and [CuL2(3)] 3 [H2L1 = N,N'-o-phenylenebis-(pyridine-2-carboxamide); HL 2 = N-phenylpyridine-2-carboxamide; HL3 = N-2,4,5-trichlorophenyl-pyridine-2-carboxamide] have been prepared and their stereochemical properties investigated. Complex 2 has been characterized by X-ray crystallography: space group P2(1)/n, a = 10.853(4), b = 19.015(6), c = 10.293(3) angstrom, beta = 105.22(3)-degrees, Z = 4, R = 0,030, R' = 0.034 for 2938 observed reflections. Compared to the known square-pyramidal structure of 1 it is revealed that the deprotonated bidentate ligand L2 exerts a measurable degree of geometric control over the co-ordination sphere of 2 (distorted towards tetrahedral). Similar effects are also observed from absorption and EPR spectral results. The Cu(II)-Cu(I) redox potentials in dimethylformamide solution have been determined by cyclic voltammetry. Upon replacement of the tetradentate L1 ligand by two uninegative bidentate L2 or L3 ligands, of similar donor set, a marked positive shift (ca. 0.6-0.7 V) was observed, implying the predominance of structural effects.

  DOI：

  10.1039/dt9940000965

文献信息

• Control of the stereochemistry of four-co-ordinate copper(II) complexes by pyridinecarboxamide ligands: crystal structure, spectral and redox properties
  作者：Manabendra Ray、Rabindranath Mukherjee、John F. Richardson、Mark S. Mashuta、Robert M. Buchanan

  DOI：10.1039/dt9940000965

  日期：——

  Three copper(ii) complexes [CuL1].H2O 1, [CuL2(2)]2 and [CuL2(3)] 3 [H2L1 = N,N'-o-phenylenebis-(pyridine-2-carboxamide); HL 2 = N-phenylpyridine-2-carboxamide; HL3 = N-2,4,5-trichlorophenyl-pyridine-2-carboxamide] have been prepared and their stereochemical properties investigated. Complex 2 has been characterized by X-ray crystallography: space group P2(1)/n, a = 10.853(4), b = 19.015(6), c = 10.293(3) angstrom, beta = 105.22(3)-degrees, Z = 4, R = 0,030, R' = 0.034 for 2938 observed reflections. Compared to the known square-pyramidal structure of 1 it is revealed that the deprotonated bidentate ligand L2 exerts a measurable degree of geometric control over the co-ordination sphere of 2 (distorted towards tetrahedral). Similar effects are also observed from absorption and EPR spectral results. The Cu(II)-Cu(I) redox potentials in dimethylformamide solution have been determined by cyclic voltammetry. Upon replacement of the tetradentate L1 ligand by two uninegative bidentate L2 or L3 ligands, of similar donor set, a marked positive shift (ca. 0.6-0.7 V) was observed, implying the predominance of structural effects.