[(PCy3)Ni(CH2C9H7NSi(CH3)3)(trifluoromethanesulfonato)] | 1296867-47-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [(PCy3)Ni(CH2C9H7NSi(CH3)3)(trifluoromethanesulfonato)]
• CAS: 1296867-47-4
• 化学式: C₃₂H₅₁F₃NNiO₃PSSi
• 分子量: 704.572
• InChiKey: TXUNHTORLAPXCN-RVYQAKFOSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  2-烯丙基苯甲腈 以 甲苯 为溶剂， 生成 [(PCy3)Ni(CH2C9H7NSi(CH3)3)(trifluoromethanesulfonato)]
  参考文献：
  名称：

  Intramolecular Oxidative Cyclization of Alkenes and Nitriles with Nickel(0)

  摘要：

  The use of Me2AlCl as an additive was found to allow the oxidative addition of the Ar-CN bond in 2-(2-methylallyl)benzonitrile on nickel(0) in the presence of (PBu3)-Bu-n, giving a trans-arylnickelcyanide complex. In contrast, in the presence of PCy3, the intramolecular oxidative cyclization on nickel(0) took place to afford a nickeladihydropyrrole. Without the addition of Me2AlCl, the quantitative generation of an eta(2):eta(2)-5-ene-nitrile Ni(0) species, which was definitely converted to the nickeladihydropyrrole after treatment with Me2AlCl, was observed. In addition, TfOH also promoted the oxidative cyclization of the eta(2):eta(2)-5-ene-nitrile complex to yield the corresponding five-membered aza-nickelacycle. A similar intramolecular oxidative cyclization occurred when 2-allylbenzonitrile was used in the presence of a Lewis acid, such as Me2AlCl, Me2AlOTf, and Me3SiOTf, or of TfOH to give the corresponding nickeladihydropyrroles in quantitative yield. The molecular structures of a series of nickeladihydropyrroles were unambiguously determined by means of X-ray crystallography. The nickeladihydropyrrole derived from (2-methylallyl)benzonitrile and TfOH was found to react with HSiMe2Ph at 80 degrees C to furnish a silanamine derivative. The reaction was expanded to a Ni(0)/PCy3/TfOH-catalyzed coupling reaction of 5-ene-nitrile and HSiMe2Ph, yielding the corresponding silanamine in 84% yield.

  DOI：

  10.1021/om2001603