2,7-bis(α-pyrimidylamino)-1,8-naphthyridine | 952286-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,7-bis(α-pyrimidylamino)-1,8-naphthyridine
• 英文别名: 2-N,7-N-di(pyrimidin-2-yl)-1,8-naphthyridine-2,7-diamine
• CAS: 952286-94-1
• 化学式: C₁₆H₁₂N₈
• 分子量: 316.325
• InChiKey: HNVXLJOBWWWWIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,7-bis(α-pyrimidylamino)-1,8-naphthyridine 、 nickel(II) acetate tetrahydrate 、 lithium chloride 以 further solvent(s) 为溶剂， 以40%的产率得到[Ni6(μ6-2,7-bis(α-pyrimidylamino)-1,8-naphthyridine)4Cl2]Cl
  参考文献：
  名称：

  Novel multi-spin-state linear hexanickel complexes Ni611+ and their singly oxidized products Ni612+ with 1,8-naphthyridine-based ligands: Tuning the redox properties of the metal string

  摘要：

  The new ligand, 2,7-bis(alpha-pyrimidylamino)- 1,8-naphthyridine (H(2)bpmany), was prepared by the reaction of 2,7-dichloro-1,8-naphthyridine with 2-aminopyrimidine in the presence of sodium tert-butoxide under palladium-catalyzed conditions. The linear hexanickel Ni-6(11+) complexes [Ni-6(mu(6)-bpmany)(4)X-2]Cl (X = Cl (1); X = NCS (2)) and their singly oxidized products [Ni-6(P-6-bpmany)(4)X-2](BF4)(2) (X = Cl (3); X = NCS (4)) have been synthesized, and compounds 1, 2 and 4 have been crystallographically characterized. The crystal structures of the Ni-6(11+) complexes show remarkably short Ni-Ni distances (ca. 2.22 angstrom), clearly indicative of partial metal-metal bonding in the mixed-valence Ni-2(3+) unit. This is also verified by the axial X-band EPR spectra of the complexes in solution. Magnetic susceptibility measurements reveal that the Ni-6(11+) complexes exhibit anti ferromagnetic interactions (J = -47 cm(-1)) between the terminal Ni2+ ion and the central Ni-2(3+) unit, and the Ni-6(12+) complexes exhibit weak antiferromagnetic interactions (J = -5 cm(-1)) between the two terminal Ni2+ ions. The cyclic voltammograms display three reversible redox waves at E-1/2((1)) = +0.87, E-1/2((2)) = -0.02 and E-1/2((3)) = -0.46 V for 1, and E-1/2((1)) = +0.96, E-1/2((2)) = -0.01, and E-1/2((3)) = -0.41 V for 2. The relatively low potentials of E-1/2((2)) suggest that the Ni-6(11+) complexes can be easily converted to their Ni-6(12+) forms. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.04.036

文献信息

• Novel multi-spin-state linear hexanickel complexes <mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" altimg="si2.gif" overflow="scroll"><mml:mrow><mml:mmultiscripts><mml:mrow><mml:mtext>Ni</mml:mtext></mml:mrow><mml:mrow><mml:mn>6</mml:mn></mml:mrow><mml:none /><mml:none /><mml:mrow><mml:mn>11</mml:mn><mml:mo>+</mml:mo></mml:mrow></mml:mmultiscripts></mml:mrow></mml:math> and their singly oxidized products <mml:math xmlns:mml="http://www.w3.org/1998/Math/MathML" altimg="si3.gif" overflow="scroll"><mml:mrow><mml:mmultiscripts><mml:mrow><mml:mtext>Ni</mml:mtext></mml:mrow><mml:mrow><mml:mn>6</mml:mn></mml:mrow><mml:none /><mml:none /><mml:mrow><mml:mn>12</mml:mn><mml:mo>+</mml:mo></mml:mrow></mml:mmultiscripts></mml:mrow></mml:math> with 1,8-naphthyridine-based ligands: Tuning the redox properties of the metal string
  作者：Ting-Bin Tsao、Shang-Shih Lo、Chen-Yu Yeh、Gene-Hsiang Lee、Shie-Ming Peng

  DOI：10.1016/j.poly.2007.04.036

  日期：2007.8

  The new ligand, 2,7-bis(alpha-pyrimidylamino)- 1,8-naphthyridine (H(2)bpmany), was prepared by the reaction of 2,7-dichloro-1,8-naphthyridine with 2-aminopyrimidine in the presence of sodium tert-butoxide under palladium-catalyzed conditions. The linear hexanickel Ni-6(11+) complexes [Ni-6(mu(6)-bpmany)(4)X-2]Cl (X = Cl (1); X = NCS (2)) and their singly oxidized products [Ni-6(P-6-bpmany)(4)X-2](BF4)(2) (X = Cl (3); X = NCS (4)) have been synthesized, and compounds 1, 2 and 4 have been crystallographically characterized. The crystal structures of the Ni-6(11+) complexes show remarkably short Ni-Ni distances (ca. 2.22 angstrom), clearly indicative of partial metal-metal bonding in the mixed-valence Ni-2(3+) unit. This is also verified by the axial X-band EPR spectra of the complexes in solution. Magnetic susceptibility measurements reveal that the Ni-6(11+) complexes exhibit anti ferromagnetic interactions (J = -47 cm(-1)) between the terminal Ni2+ ion and the central Ni-2(3+) unit, and the Ni-6(12+) complexes exhibit weak antiferromagnetic interactions (J = -5 cm(-1)) between the two terminal Ni2+ ions. The cyclic voltammograms display three reversible redox waves at E-1/2((1)) = +0.87, E-1/2((2)) = -0.02 and E-1/2((3)) = -0.46 V for 1, and E-1/2((1)) = +0.96, E-1/2((2)) = -0.01, and E-1/2((3)) = -0.41 V for 2. The relatively low potentials of E-1/2((2)) suggest that the Ni-6(11+) complexes can be easily converted to their Ni-6(12+) forms. (c) 2007 Elsevier Ltd. All rights reserved.