hexahydro-5-methyl-5-(pyridin-2-yl)-1,3-bis(2-(pyridin-2-yl)ethyl)pyrimidine | 1318797-20-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: hexahydro-5-methyl-5-(pyridin-2-yl)-1,3-bis(2-(pyridin-2-yl)ethyl)pyrimidine
• 英文别名: 5-Methyl-5-pyridin-2-yl-1,3-bis(2-pyridin-2-ylethyl)-1,3-diazinane；5-methyl-5-pyridin-2-yl-1,3-bis(2-pyridin-2-ylethyl)-1,3-diazinane
• CAS: 1318797-20-4
• 化学式: C₂₄H₂₉N₅
• 分子量: 387.528
• InChiKey: YZVAPLIESNSAEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  45.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  hexahydro-5-methyl-5-(pyridin-2-yl)-1,3-bis(2-(pyridin-2-yl)ethyl)pyrimidine 在 双氧水 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  First-row transition metal complexes of a novel pentadentate amine/imine ligand containing a hexahydropyrimidine core

  摘要：

  2-Methyl-2-(pyridin-2-yl) propane-1,3-diamine and formaldehyde are condensed to prepare the hexahydropyrimidine derivative, which is subsequently reacted with two equivalents of 2-vinylpyridine, to produce a novel, potentially pentadentate amine/imine ligand. Full NMR spectroscopic details are reported. The ligand, hexahydro-5-methyl-5-(pyridin-2-yl)-1,3-bis[2-(pyridin-2-yl) ethyl] pyrimidine, acts as a pentadentate in a series of first-row transition metal complexes (M = Ni(2+), Fe(2+), Zn(2+), Cu(2+)) but is tridentate towards Mn(2+), in the corresponding dibromido complex. Single-crystal X-ray structure analyses reveal the metal ions to be hexacoordinate in the case of M = Ni(2+), Fe(2+), with and additional aqua or halido (Br(-), Cl(-)) ligand, or pentacoordinate (M = Zn(2+), Cu(2+), Mn(2+)). Ferric complexes were not obtained, neither from complexation experiments employing iron(III), nor from oxidations using the iron(II) complex, and hydrogen peroxide or iodosylbenzene. In the case of the latter reactions, mass spectrometric data indicate oxidation of the hexahydropyrimidine core, with concomitant decomplexation of the ligand. (C) 2011 Published by Elsevier B. V.

  DOI：

  10.1016/j.ica.2011.02.066
• 作为产物：
  描述：

  2-乙烯基吡啶 、 hexahydro-5-methyl-5-(pyridin-2-yl)pyrimidine 以 水 为溶剂， 反应 120.0h， 以1.06 g的产率得到hexahydro-5-methyl-5-(pyridin-2-yl)-1,3-bis(2-(pyridin-2-yl)ethyl)pyrimidine
  参考文献：
  名称：

  First-row transition metal complexes of a novel pentadentate amine/imine ligand containing a hexahydropyrimidine core

  摘要：

  2-Methyl-2-(pyridin-2-yl) propane-1,3-diamine and formaldehyde are condensed to prepare the hexahydropyrimidine derivative, which is subsequently reacted with two equivalents of 2-vinylpyridine, to produce a novel, potentially pentadentate amine/imine ligand. Full NMR spectroscopic details are reported. The ligand, hexahydro-5-methyl-5-(pyridin-2-yl)-1,3-bis[2-(pyridin-2-yl) ethyl] pyrimidine, acts as a pentadentate in a series of first-row transition metal complexes (M = Ni(2+), Fe(2+), Zn(2+), Cu(2+)) but is tridentate towards Mn(2+), in the corresponding dibromido complex. Single-crystal X-ray structure analyses reveal the metal ions to be hexacoordinate in the case of M = Ni(2+), Fe(2+), with and additional aqua or halido (Br(-), Cl(-)) ligand, or pentacoordinate (M = Zn(2+), Cu(2+), Mn(2+)). Ferric complexes were not obtained, neither from complexation experiments employing iron(III), nor from oxidations using the iron(II) complex, and hydrogen peroxide or iodosylbenzene. In the case of the latter reactions, mass spectrometric data indicate oxidation of the hexahydropyrimidine core, with concomitant decomplexation of the ligand. (C) 2011 Published by Elsevier B. V.

  DOI：

  10.1016/j.ica.2011.02.066

文献信息

• First-row transition metal complexes of a novel pentadentate amine/imine ligand containing a hexahydropyrimidine core
  作者：Marc Schmidt、Dennis Wiedemann、Andreas Grohmann

  DOI：10.1016/j.ica.2011.02.066

  日期：2011.8

  2-Methyl-2-(pyridin-2-yl) propane-1,3-diamine and formaldehyde are condensed to prepare the hexahydropyrimidine derivative, which is subsequently reacted with two equivalents of 2-vinylpyridine, to produce a novel, potentially pentadentate amine/imine ligand. Full NMR spectroscopic details are reported. The ligand, hexahydro-5-methyl-5-(pyridin-2-yl)-1,3-bis[2-(pyridin-2-yl) ethyl] pyrimidine, acts as a pentadentate in a series of first-row transition metal complexes (M = Ni(2+), Fe(2+), Zn(2+), Cu(2+)) but is tridentate towards Mn(2+), in the corresponding dibromido complex. Single-crystal X-ray structure analyses reveal the metal ions to be hexacoordinate in the case of M = Ni(2+), Fe(2+), with and additional aqua or halido (Br(-), Cl(-)) ligand, or pentacoordinate (M = Zn(2+), Cu(2+), Mn(2+)). Ferric complexes were not obtained, neither from complexation experiments employing iron(III), nor from oxidations using the iron(II) complex, and hydrogen peroxide or iodosylbenzene. In the case of the latter reactions, mass spectrometric data indicate oxidation of the hexahydropyrimidine core, with concomitant decomplexation of the ligand. (C) 2011 Published by Elsevier B. V.