2,3-bis(pyrazol-1-yl)pyrazine | 1191934-91-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2,3-bis(pyrazol-1-yl)pyrazine
• 英文别名: 2,3-Di(pyrazol-1-yl)pyrazine；2,3-di(pyrazol-1-yl)pyrazine
• CAS: 1191934-91-4
• 化学式: C₁₀H₈N₆
• 分子量: 212.214
• InChiKey: MTXRHQIGLMFQIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 2,3-bis(pyrazol-1-yl)pyrazine 、 四苯硼钠 以 二氯甲烷 为溶剂， 以75%的产率得到[RuCl(p-cymene)(2,3-bis(pyrazol-1-yl)pyrazine)]B(C6H5)4
  参考文献：
  名称：

  Synthesis and characterization of Ru(arene) complexes of bispyrazolylazines: Catalytic hydrogen transfer of ketones

  摘要：

  The bis(pyrazol-1-yl) azine ligands 2,3-bis(pyrazol-1-yl) quinoxaline (bpzqnx), 2,3-bis(pyrazol-1-yl) pyrazine (bpzprz) and 3,6-bis(3,5-dimethylpyrazol-1-yl) pyridazine (bpz*pdz) were prepared by the reaction of pyrazolate salts and the corresponding azine dichloride derivatives. The reaction of these ligands with Ru(arene) precursors led to the mononuclear complexes [RuCl(arene)(L)]BPh4 (arene = p-cymene, L = bpzqnx, 1, bpzprz, 5, bpz*pdz, 7; arene = C6H6, L = bpzqnx, 2, bpzprz, 6, bpz*pdz, 8) with the N-donor ligand coordinated in a bidentate chelate way. In general, the ligands coordinate through one pyrazole ring and the azine, except in the cases of 1 and 2 where the two pyrazolyl rings are coordinated to the metal in a symmetrical way. When the reactions between the ruthenium precursors and bpzqnx are carried out in MeOH, the complexes [RuCl(arene)(OMepzqnx)]BPh4 with partially methanolyzed ligands are isolated (arene = p-cymene, 3; C6H6, 4). In this process a methoxy group has replaced one of the pyrazole groups in the ligand. The X-ray structures of 6 and 7 have been determined. These compounds have a three-legged piano-stool structure with cations and anions packed through weak interactions. Complexes 1-8 are active in ketone hydrogenation transfer processes even in the absence of base. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.04.011

文献信息

• Synthesis and characterization of Ru(arene) complexes of bispyrazolylazines: Catalytic hydrogen transfer of ketones
  作者：M. Laura Soriano、Félix A. Jalón、Blanca R. Manzano、Miguel Maestro

  DOI：10.1016/j.ica.2009.04.011

  日期：2009.9

  The bis(pyrazol-1-yl) azine ligands 2,3-bis(pyrazol-1-yl) quinoxaline (bpzqnx), 2,3-bis(pyrazol-1-yl) pyrazine (bpzprz) and 3,6-bis(3,5-dimethylpyrazol-1-yl) pyridazine (bpz*pdz) were prepared by the reaction of pyrazolate salts and the corresponding azine dichloride derivatives. The reaction of these ligands with Ru(arene) precursors led to the mononuclear complexes [RuCl(arene)(L)]BPh4 (arene = p-cymene, L = bpzqnx, 1, bpzprz, 5, bpz*pdz, 7; arene = C6H6, L = bpzqnx, 2, bpzprz, 6, bpz*pdz, 8) with the N-donor ligand coordinated in a bidentate chelate way. In general, the ligands coordinate through one pyrazole ring and the azine, except in the cases of 1 and 2 where the two pyrazolyl rings are coordinated to the metal in a symmetrical way. When the reactions between the ruthenium precursors and bpzqnx are carried out in MeOH, the complexes [RuCl(arene)(OMepzqnx)]BPh4 with partially methanolyzed ligands are isolated (arene = p-cymene, 3; C6H6, 4). In this process a methoxy group has replaced one of the pyrazole groups in the ligand. The X-ray structures of 6 and 7 have been determined. These compounds have a three-legged piano-stool structure with cations and anions packed through weak interactions. Complexes 1-8 are active in ketone hydrogenation transfer processes even in the absence of base. (C) 2009 Elsevier B. V. All rights reserved.