1-ethyl-6-chloro-3-(3,5-dimethylpyrazol-1-yl)pyridazinium tetrafluoroborate | 1412915-42-4

• 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: 1-ethyl-6-chloro-3-(3,5-dimethylpyrazol-1-yl)pyridazinium tetrafluoroborate
• CAS: 1412915-42-4
• 化学式: BF₄*C₁₁H₁₄ClN₄
• 分子量: 324.517
• InChiKey: VIIRJJCXOBTWCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  34.59
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  四(三苯基膦)钯 、 1-ethyl-6-chloro-3-(3,5-dimethylpyrazol-1-yl)pyridazinium tetrafluoroborate 以 丙酮 为溶剂， 反应 0.5h， 以80%的产率得到[(2-ethyl-6-(3,5-dimethylpyrazol-1-yl)pyridazinylidene)Pd(PPh₃)₂Cl]BF₄
  参考文献：
  名称：

  Convenient Synthetic Route to Palladium Complexes of Unconventional N-Heterocyclic Carbenes Derived from Pyridazine and Phthalazine

  摘要：

  Several Pd(II) complexes with unconventional pyridazine- and phthalazine-derived carbene ligands were synthesized via direct oxidative addition of Cl derivatives of the alkylated diazine heterocycles to Pd(0) species. The alkylated ligand precursors are readily prepared from commercial starting materials, and oxidative addition is regioselective. DFT calculations confirm that the thermodynamically favored products are formed. Four complexes (1-4) have been fully characterized, including by X-ray crystallography. Attractive intramolecular pi-pi stacking between the electron-poor N-alkylated diazine heterocycles and adjacent phenyl groups of the PPh3 coligands is revealed by the solid-state structures.

  DOI：

  10.1021/om300899r
• 作为产物：
  描述：

  triethyloxonium fluoroborate 、 3-氯-6-(3,5-二甲基-1H-吡唑-1-基)哒嗪 以 乙腈 为溶剂， 反应 3.0h， 以67.6%的产率得到1-ethyl-6-chloro-3-(3,5-dimethylpyrazol-1-yl)pyridazinium tetrafluoroborate
  参考文献：
  名称：

  Convenient Synthetic Route to Palladium Complexes of Unconventional N-Heterocyclic Carbenes Derived from Pyridazine and Phthalazine

  摘要：

  Several Pd(II) complexes with unconventional pyridazine- and phthalazine-derived carbene ligands were synthesized via direct oxidative addition of Cl derivatives of the alkylated diazine heterocycles to Pd(0) species. The alkylated ligand precursors are readily prepared from commercial starting materials, and oxidative addition is regioselective. DFT calculations confirm that the thermodynamically favored products are formed. Four complexes (1-4) have been fully characterized, including by X-ray crystallography. Attractive intramolecular pi-pi stacking between the electron-poor N-alkylated diazine heterocycles and adjacent phenyl groups of the PPh3 coligands is revealed by the solid-state structures.

  DOI：

  10.1021/om300899r