dichlorobis(2-phenyl-4,5-dihydro-1H-imidazole)palladium(II) | 174781-34-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dichlorobis(2-phenyl-4,5-dihydro-1H-imidazole)palladium(II)
• 英文别名: palladium(2+);2-phenyl-4,5-dihydro-1H-imidazole;dichloride
• CAS: 174781-34-1
• 化学式: C₁₈H₂₀Cl₂N₄Pd
• 分子量: 469.71
• InChiKey: GYRPGNVCSUIOQY-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -3.92
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  48.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-苯基咪唑啉 、 palladium dichloride 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到dichlorobis(2-phenyl-4,5-dihydro-1H-imidazole)palladium(II)
  参考文献：
  名称：

  2-Phenylimidazole−PdCl₂ and 2-Phenylimidazoline−PdCl₂ Complexes: Single-Crystal and Powder X-ray Diffractometry, ¹H NMR Spectra, and Comparison of Catalytic Activities in Coupling Reactions

  摘要：

  Single-crystal X-ray diffractometry and powder X-ray diffractometry of the complexes dichlorobis(2phenyl-1H-imidazole)palladium(II) (1) and dichlorobis(2-phenyl-4,5-dihydro-1H-imidazole)palladium(II) (2) and H-1 NMR structure elucidation in DMF-d(7) solution are discussed. In the case of complex 1, we found that changing the solvent for recrystallization from a mixture of DMF and toluene (method A) to only DMF (method B) afforded complexes 2 and 2', having crystallographically different structures. H-1 NMR studies indicated that the spectra of the solid samples 2 and 2' are the same in DMF-d7. This indicated that the Pd-N bond rotates easily in solution, whereas complexes 2 and 2' coexist through strong packing in the solid state. The catalytic activities of Pd complexes 1 and 2 in coupling reactions such as the Mizoroki-Heck reaction and Suzuki-Miyaura coupling will also be disclosed.

  DOI：

  10.1021/om800230y
• 作为试剂：
  描述：

  1,4-二溴苯 、 4-甲酰基苯硼酸 在 dichlorobis(2-phenyl-4,5-dihydro-1H-imidazole)palladium(II) 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以86%的产率得到4,4-p-四苯基二羧醛
  参考文献：
  名称：

  包含中心苯基连接基团的线性扩展联吡啶的便捷合成

  摘要：

  通过 Hantzsch 二氢吡啶合成，随后在活性炭存在下与分子氧进行氧化芳构化，以及脱羧基...

  DOI：

  10.1246/cl.2008.1302

文献信息

• Structure, dynamics and catalytic activity of palladium(II) complexes with imidazole ligands
  作者：M.S. Szulmanowicz、W. Zawartka、A. Gniewek、A.M. Trzeciak

  DOI：10.1016/j.ica.2010.08.037

  日期：2010.12

  Several palladium complexes of the type [Pd(im)(2)Cl-2], [Pd(im)(3)Cl]Cl, and [Pd(im)(4)]Cl-2 (im = imidazole 1,1-methylimidazole 2, 1,2-dimethylimidazole 3, 1-butylimidazole 4, 4a, 1-phenylimidazole 6, 1-phenylimidazoline 7, and 1-methylimidazoline 8) were prepared and structurally characterized. The square planar structure of two new complexes with the composition [Pd(im)(4)]Cl-2 (2b, 4b) was confirmed by X-ray analysis. In solution, exchange of imidazole ligands leading to heteroleptic products was evidenced by ESI-MS studies. Two bis-ligated complexes, bearing 1-methylimidazole (2a) and 1-propoxymethylimidazole (5) ligands, were obtained in the reaction of palladium with imidazoles formed by deprotection of one nitrogen atom in the respective imidazolium halides. Catalytic Suzuki-Miyaura reactions were carried out using the obtained palladium complexes in isopropanol-water solution. High yields of the cross-coupling products were obtained at 40 and 60 degrees C when 2-bromotoluene, 4-bromotoluene, and 4-bromoanizole were used as substrates. (C) 2010 Elsevier B.V. All rights reserved.
• Cyclometallated complexes of Pd(II) and Pt(II) with 2-phenylimidazoline
  作者：Carmen Navarro-Ranninger、Félix Zamora、Isabel López-Solera、Angeles Monge、JoséR. Masaguer

  DOI：10.1016/0022-328x(95)05663-a

  日期：1996.1

  Cyclometallated complexes of Pd(II) and Pt(II) with 2-phenylimidazoline were synthesized. The complexes were characterized by H-1 and C-13 NMR spectroscopy, involving the use of COSY-45, HMQC and HMBC techniques, which allow unambiguous assignment of the NMR parameters. An X-ray diffraction study of [Pd(C6H4-C3H5N2)(mu-OAc)](2) confirmed that cyclometallation of the 2-phenylimidazoline ligand had occurred.