Magnesium;2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28,30(37),31,33,35-nonadecaene;hydrate | 47829-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: Magnesium;2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28,30(37),31,33,35-nonadecaene;hydrate
• 英文别名: magnesium;2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28,30(37),31,33,35-nonadecaene;hydrate
• CAS: 47829-06-1
• 化学式: C₃₂H₁₈MgN₈O
• 分子量: 554.853
• InChiKey: HTNHYCHFBSVBID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  42
• 可旋转键数：
  0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-氰基吡啶 、 Magnesium;2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1,3,5,7,9,11,13,15,17,19(39),20,22,24,26,28,30(37),31,33,35-nonadecaene;hydrate 反应 24.0h， 生成
  参考文献：
  名称：

  Mechanism of the catalytic transformation of cyanopyridine isomers into pyridinecarboxamide isomers by magnesium phthalocyanine

  摘要：

  Three intermediate magnesium phthalocyanine complexes with 2-, 3- and 4-pyridiniecarboxamide, MgPc(2-pyridinecarboxamide), MgPc(3-pyridinecarboxamide) and (MgPc)(2)(4-pyridinecarboxamide), were obtained during the catalytic transformation of the respective cyanopyridine isomers in presence of magnesium phthalocyanine. These complexes were obtained in the crystalline form and their structures were determined by the X-ray single crystal analysis. In MgPc(2-pyridinecarboxamide) and MgPc(3-pyridinecarboxamide) the Mg centre of MgPc is 4 + 1 coordinated by the oxygen atom of amide groups of axially coordinated 2- or 3-cyanopyridnine isomers. In the third complex the 4-pyridinecarboxanide acts as an O,N- bridging ligand forming 4 + 1 0- and N-coordinated (MgPc)(2)(4-pyridinecarboxamide) supramolecular complex. Owing to the Mg...O interaction of the electropositive Mg-centre of MgPc molecule with oxygen atom of amide group of 2- and 3-pyridinecarboxamide axial ligands, the Mg atom is significantly displaced (similar to 0.5 A) from the plane defined by the four isoindole N atoms of Pc(2-) macrocycle. In the (MgPc)(2)(4-pyridinecarboxamide) complex the O,N- ligand bridges two MgPc units, therefore the interaction of Mg centre from both MgPc units causes the deviation of the Mg atoms by 0.472(2) and 0.413(2) angstrom from the N-4-plane, respectively for Mg-O-coordinated and Mg-N-coordinated. The interactions of Mg with the axial ligand (Mg...O and Mg...N) lead a distortion of a planar Pc(2-) macrocycle to the saucer-shape form. Some remarks on the transformation mechanism of the C=N group of cyanopyridine isomers into amide group of respective pyridinecarboxamide isomers have been made. The calculated threedimensional molecular electrostatic potential maps are helpful for understanding the transformation mechanism as well as for better understanding the organisation and the arrangement of the molecules in solid-state (crystal). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2012.02.028

文献信息

• Mechanism of the catalytic transformation of cyanopyridine isomers into pyridinecarboxamide isomers by magnesium phthalocyanine
  作者：Jan Janczak

  DOI：10.1016/j.poly.2012.02.028

  日期：2012.5

  Three intermediate magnesium phthalocyanine complexes with 2-, 3- and 4-pyridiniecarboxamide, MgPc(2-pyridinecarboxamide), MgPc(3-pyridinecarboxamide) and (MgPc)(2)(4-pyridinecarboxamide), were obtained during the catalytic transformation of the respective cyanopyridine isomers in presence of magnesium phthalocyanine. These complexes were obtained in the crystalline form and their structures were determined by the X-ray single crystal analysis. In MgPc(2-pyridinecarboxamide) and MgPc(3-pyridinecarboxamide) the Mg centre of MgPc is 4 + 1 coordinated by the oxygen atom of amide groups of axially coordinated 2- or 3-cyanopyridnine isomers. In the third complex the 4-pyridinecarboxanide acts as an O,N- bridging ligand forming 4 + 1 0- and N-coordinated (MgPc)(2)(4-pyridinecarboxamide) supramolecular complex. Owing to the Mg...O interaction of the electropositive Mg-centre of MgPc molecule with oxygen atom of amide group of 2- and 3-pyridinecarboxamide axial ligands, the Mg atom is significantly displaced (similar to 0.5 A) from the plane defined by the four isoindole N atoms of Pc(2-) macrocycle. In the (MgPc)(2)(4-pyridinecarboxamide) complex the O,N- ligand bridges two MgPc units, therefore the interaction of Mg centre from both MgPc units causes the deviation of the Mg atoms by 0.472(2) and 0.413(2) angstrom from the N-4-plane, respectively for Mg-O-coordinated and Mg-N-coordinated. The interactions of Mg with the axial ligand (Mg...O and Mg...N) lead a distortion of a planar Pc(2-) macrocycle to the saucer-shape form. Some remarks on the transformation mechanism of the C=N group of cyanopyridine isomers into amide group of respective pyridinecarboxamide isomers have been made. The calculated threedimensional molecular electrostatic potential maps are helpful for understanding the transformation mechanism as well as for better understanding the organisation and the arrangement of the molecules in solid-state (crystal). (C) 2012 Elsevier Ltd. All rights reserved.