2-[(5-tert-butyl-1H-pyrazol-3-yl)methylsulfanyl]ethanol;palladium(2+);dichloride | 537708-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[(5-tert-butyl-1H-pyrazol-3-yl)methylsulfanyl]ethanol;palladium(2+);dichloride
• CAS: 537708-94-4
• 化学式: C₁₀H₁₈Cl₂N₂OPdS
• 分子量: 391.658
• InChiKey: WNBUZELRSLYTQC-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  -4.06
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  74.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  双(乙腈)氯化钯(II) 、 5-(tert-butyl)-3-[(2-hydroxyethyl)thiomethyl]pyrazole 以 甲醇 为溶剂， 以80%的产率得到2-[(5-tert-butyl-1H-pyrazol-3-yl)methylsulfanyl]ethanol;palladium(2+);dichloride
  参考文献：
  名称：

  Substituent Control of Hydrogen Bonding in Palladium(II)−Pyrazole Complexes

  摘要：

  Inter- and intramolecular hydrogen bonding of an N-H group in pyrazole complexes was studied using ligands with two different groups at pyrazole C-3 and C-5. At C-5, groups such as methyl, i-propyl, phenyl, or tert-butyl were present. At C-3, side chains L-CH2- and L-CH2CH2- (L = thioether or phosphine) ensured formation of chelates to a cis-dichloropalladium(II) fragment through side-chain atom L and the pyrazole nitrogen closest to the side chain. The significance of the ligands is that by placing a ligating side chain on a ring carbon (C-3), rather than on a ring nitrogen, the ring nitrogen not bound to the metal and its attached proton are available for hydrogen bonding. As desired, seven chelate complexes examined by X-ray diffraction all showed intramolecular hydrogen bonding between the pyrazole N-H and a chloride ligand in the cis position. In addition, however, intermolecular hydrogen bonding could be controlled by the substituent at C-5: complexes with either a methyl at C-5 or no substituent there showed significant intermolecular hydrogen bonding interactions, which were completely avoided by placing a tert-butyl group at C-5. The acidity of two complexes in acetonitrile solutions was estimated to be closer to that of pyridinium ion than those of imidazolium or triethylammonium ions.

  DOI：

  10.1021/ic026104n