N,N-bis((6-neopentylamino-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine-d4 | 932704-55-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N-bis((6-neopentylamino-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine-d4
• 英文别名: d4-bnpapa
• CAS: 932704-55-7
• 化学式: C₂₈H₄₀N₆
• 分子量: 464.634
• InChiKey: VMPQFHSUSRLJFV-YIXGEVLGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.99
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  65.97
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N,N-bis((6-neopentylamino-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine-d4 、 nickel(II) perchlorate hexahydrate 、 sodium formate 以 甲醇 、 水 为溶剂， 生成 [(N,N-bis((6-neopentylamino-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine-d4)Ni(formato)]ClO4
  参考文献：
  名称：

  Carboxylate Coordination Chemistry of a Mononuclear Ni(II) Center in a Hydrophobic or Hydrogen Bond Donor Secondary Environment:  Relevance to Acireductone Dioxygenase

  摘要：

  A series of Ni(II) carboxylate complexes, supported by a chelate ligand having either secondary hydrophobic phenyl groups (6-Ph(2)TPA, N,N-bis((6-phenyl-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine) or hydrogen bond donors (bnpapa, N,N-bis((6-neopentylamino-2-pyridyl)methyl)-N-((2-pyridyl)methyl)amine), have been prepared and characterized. X-ray crystallographic studies of [(6-Ph(2)TPA)Ni(O2C(CH2)(2)SCH3)]ClO4 center dot CH2Cl2 (4 center dot CH2Cl2) and [(6-Ph(2)TPA)Ni(O2CCH2SCH3)]ClO4 center dot 1.5CH(2)Cl(2) (5 center dot 1.5CH(2)Cl(2)) revealed that each complex contains a distorted octahedral Ni(II) center and a bidentate carboxylate ligand. A previously described benzoate complex ([(6-Ph(2)TPA)Ni(O2CPh)]ClO4 (3)) has similar structural characteristics. Recrystallization of dry powdered samples of 3, 4 center dot 0.5CH(2)Cl(2), and 5 from wet organic solvents yielded a second series of crystalline Ni(II) carboxylate complexes having a coordinated monodentate carboxylate ligand ([(6-Ph(2)TPA)Ni(H2O)(O2CPh)]ClO4 (6), [(6-Ph(2)TPA)Ni(H2O)(O2C(CH2)(2)SCH3)]ClO4 center dot 0.2CH(2)Cl(2) (7 center dot 0.2CH(2)Cl(2)), [(6-Ph(2)TPA)Ni(H2O)(O2CCH2SCH3)]ClO4 (8)) which is stabilized by a hydrogen-bonding interaction with a Ni(II)-bound water molecule. In the cationic portions of 7 center dot 0.2CH(2)Cl(2) and 8, weak CH/pi interactions are also present between the methylene units of the carboxylate ligands and the phenyl appendages of the 6-Ph(2)TPA ligands. A formate complex of the formulation [(6-Ph(2)TPA)Ni(H2O)(O2CH)]ClO4 (9) was isolated and characterized. The mononuclear Ni(II) carboxylate complexes [(bnpapa)Ni(O2CPh)]ClO4 (10), [(bnpapa)Ni(O2C(CH2)(2)SCH3)]ClO4 (11), [(bnpapa)Ni(O2CCH2SCH3)]ClO4 (12), and [(bnpapa)Ni(O2CH)]ClO4 (13) were isolated and characterized. Two crystalline solvate forms of 10(10 center dot CH3CN and 10 center dot CH2Cl2) were examined by X-ray crystallography. In both, the distorted octahedral Ni(II) center is ligated by a bidentate benzoate ligand, one Ni(II)-bound oxygen atom of which accepts two hydrogen bonds from the supporting bnpapa chelate ligand. Spectroscopic studies of 10-13 suggest that all contain a bidentate carboxylate ligand, even after exposure to water. The combined results of this work enable the formulation of a proposed pathway for carboxylate product release from the active site Ni(II) center in acireductone dioxygenase.

  DOI：

  10.1021/ic061316w