chloro[tris(1-methylimidazol-2-yl)phosphine]gold(I) | 1009735-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: chloro[tris(1-methylimidazol-2-yl)phosphine]gold(I)
• 英文别名: [(tris(1-methylimidazol-2-yl)phosphane)AuCl]；AuCl(tris(1-methylimidazol-2-yl)phosphane)；AuCl(2-TIP(NMe))；gold(1+);tris(1-methylimidazol-2-yl)phosphane;chloride
• CAS: 1009735-40-3
• 化学式: C₁₂H₁₅AuClN₆P
• 分子量: 506.685
• InChiKey: FGFWJIXDAITLRB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.35
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  53.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 chloro[tris(1-methylimidazol-2-yl)phosphine]gold(I) 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Gold(I) Catalysts with Bifunctional P, N Ligands

  摘要：

  A series of phosphanes with imidazolyl substituents were prepared as hemilabile PN ligands. The corresponding gold(I) complexes were tested as bifunctional catalysts in the Markovnikov hydration of 1-octyne, as well as in the synthesis of propargylamines by the three component coupling reaction of piperidine, benzaldehyde, and phenylacetylene. While the activity in the hydration of 1-octyne was low, the complexes are potent catalysts for the three component coupling reaction. In homogeneous solution the conversions to the respective propargylamine were considerably higher than under aqueous biphasic conditions. The connectivity of the imidazolyl substituents to the phosphorus atom, their substitution pattern, as well as the number of heteroaromatic substituents have pronounced effects on the catalytic activity of the corresponding gold(I) complexes. Furthermore, formation of polymetallic species with Au-2, Au-3, and Au-4 units has been observed and the solid-state structures of the compounds [(5)(2)Au3Cl2]Cl and [(3c)(2)Au4Cl2]Cl-2 (3c = tris(2-isopropylimidazol-4(5)-yl phosphane, 5 = 2-tert-butylimidazol-4(5)-yldiphenyl phosphane) were determined. The gold(I) complexes of imidazol-2-yl phosphane ligands proved to be a novel source for bis(NHC)gold(I) complexes (NHC = N-heterocyclic carbene).

  DOI：

  10.1021/ic2011259
• 作为试剂：
  描述：

  哌啶 、 苯甲醛 、 苯乙炔 在 chloro[tris(1-methylimidazol-2-yl)phosphine]gold(I) 作用下， 反应 42.0h， 生成 1-(1,3-diphenylprop-2-yn-1-yl)piperidine
  参考文献：
  名称：

  Gold(I) Catalysts with Bifunctional P, N Ligands

  摘要：

  A series of phosphanes with imidazolyl substituents were prepared as hemilabile PN ligands. The corresponding gold(I) complexes were tested as bifunctional catalysts in the Markovnikov hydration of 1-octyne, as well as in the synthesis of propargylamines by the three component coupling reaction of piperidine, benzaldehyde, and phenylacetylene. While the activity in the hydration of 1-octyne was low, the complexes are potent catalysts for the three component coupling reaction. In homogeneous solution the conversions to the respective propargylamine were considerably higher than under aqueous biphasic conditions. The connectivity of the imidazolyl substituents to the phosphorus atom, their substitution pattern, as well as the number of heteroaromatic substituents have pronounced effects on the catalytic activity of the corresponding gold(I) complexes. Furthermore, formation of polymetallic species with Au-2, Au-3, and Au-4 units has been observed and the solid-state structures of the compounds [(5)(2)Au3Cl2]Cl and [(3c)(2)Au4Cl2]Cl-2 (3c = tris(2-isopropylimidazol-4(5)-yl phosphane, 5 = 2-tert-butylimidazol-4(5)-yldiphenyl phosphane) were determined. The gold(I) complexes of imidazol-2-yl phosphane ligands proved to be a novel source for bis(NHC)gold(I) complexes (NHC = N-heterocyclic carbene).

  DOI：

  10.1021/ic2011259