N-[2-(3,5-dimethylpyrazol-1-yl)phenyl]-N-benzylimidazolium hexafluorophosphate | 1419605-73-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-[2-(3,5-dimethylpyrazol-1-yl)phenyl]-N-benzylimidazolium hexafluorophosphate
• CAS: 1419605-73-4
• 化学式: C₂₁H₂₁N₄*F₆P
• 分子量: 474.389
• InChiKey: JZXICDHZKHEUOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.0
• 重原子数：
  32.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26.63
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-[2-(3,5-dimethylpyrazol-1-yl)phenyl]-N-benzylimidazolium hexafluorophosphate 、 silver(l) oxide 以 二氯甲烷 为溶剂， 反应 24.0h， 以90%的产率得到(N-[2-(3,5-dimethylpyrazol-1-yl)phenyl]-N-benzylimidazol-2-ylidene)₂Ag₂(PF₆)₂
  参考文献：
  名称：

  Synthesis and catalytic activity of N-heterocyclic carbene silver complexes derived from 1-[2-(pyrazol-1-yl)phenyl]imidazole

  摘要：

  Six mono-and dinuclear N-heterocyclic carbene (NHC) silver complexes based on 1-[2-(pyrazol-1-yl) phenyl] imidazole have been synthesized and characterized by elemental analysis and NMR spectroscopy, and their structures have been confirmed by single crystal X-ray diffraction. The N-functionalized carbene ligands exhibit versatile coordination modes in these silver complexes. N-[2-(3,5-Dimethylpyrazol-1-yl)phenyl]-N-benzylimidazol-2-ylidene (L) acts as a monodentate ligand through the carbene carbon in mononuclear LAgCl. While in dinuclear L2Ag2(PF6)(2) and L'Ag-2(2)(PF6)(2) (L' = N-[2-(pyrazol-1-yl) phenyl]-N-benzylimidazol-2-ylidene), L and L' act as bridging bidentate ligands through the pyrazolyl nitrogen and the carbene carbon atoms to two silver atoms. Though, these two silver atoms have different coordination environments. In the former, one silver atom coordinates with two carbene carbons, the other coordinates with two pyrazolyl nitrogen atoms. In the latter, each silver atom coordinates with one carbene carbon and one pyrazolyl nitrogen atom, respectively. A dinuclear macrocyclic structure is observed in m-xylyl bridging tetradentate bis-NHC complexes L2Ag2(BF4)(2) and (L)CH2C6H4CH2(L)Ag-2(BF4)(2), in which the coordination mode of carbene ligands is similar with that in L2Ag2(PF6)(2). Preliminary catalytic tests show that all these complexes exhibit highly effective catalytic activity in the three-component coupling reaction of alkyne, aldehyde and amine forming propargylamines. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.12.008
• 作为产物：
  描述：

  氯化苄 以 水 、 乙腈 为溶剂， 反应 24.5h， 生成 N-[2-(3,5-dimethylpyrazol-1-yl)phenyl]-N-benzylimidazolium hexafluorophosphate
  参考文献：
  名称：

  Synthesis and catalytic activity of N-heterocyclic carbene silver complexes derived from 1-[2-(pyrazol-1-yl)phenyl]imidazole

  摘要：

  Six mono-and dinuclear N-heterocyclic carbene (NHC) silver complexes based on 1-[2-(pyrazol-1-yl) phenyl] imidazole have been synthesized and characterized by elemental analysis and NMR spectroscopy, and their structures have been confirmed by single crystal X-ray diffraction. The N-functionalized carbene ligands exhibit versatile coordination modes in these silver complexes. N-[2-(3,5-Dimethylpyrazol-1-yl)phenyl]-N-benzylimidazol-2-ylidene (L) acts as a monodentate ligand through the carbene carbon in mononuclear LAgCl. While in dinuclear L2Ag2(PF6)(2) and L'Ag-2(2)(PF6)(2) (L' = N-[2-(pyrazol-1-yl) phenyl]-N-benzylimidazol-2-ylidene), L and L' act as bridging bidentate ligands through the pyrazolyl nitrogen and the carbene carbon atoms to two silver atoms. Though, these two silver atoms have different coordination environments. In the former, one silver atom coordinates with two carbene carbons, the other coordinates with two pyrazolyl nitrogen atoms. In the latter, each silver atom coordinates with one carbene carbon and one pyrazolyl nitrogen atom, respectively. A dinuclear macrocyclic structure is observed in m-xylyl bridging tetradentate bis-NHC complexes L2Ag2(BF4)(2) and (L)CH2C6H4CH2(L)Ag-2(BF4)(2), in which the coordination mode of carbene ligands is similar with that in L2Ag2(PF6)(2). Preliminary catalytic tests show that all these complexes exhibit highly effective catalytic activity in the three-component coupling reaction of alkyne, aldehyde and amine forming propargylamines. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.12.008