(bis(tricyclohexyl)phosphine)ruthenium(II) dichloride | 179336-37-9

• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机膦及其衍生物
• 英文名称: (bis(tricyclohexyl)phosphine)ruthenium(II) dichloride
• 英文别名: RuCl2(P(Cy)3)2；Cl2Ru(PCy3)2；NiCl₂(PCy₃)₂；Dichlororuthenium;tricyclohexylphosphane
• CAS: 179336-37-9
• 化学式: C₃₆H₆₆Cl₂P₂Ru
• 分子量: 732.844
• InChiKey: WUPSNFBTQMGECT-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  14.31
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (bis(tricyclohexyl)phosphine)ruthenium(II) dichloride 、 1-tetralone-O-pentafluorobenzoyl oxime 以 甲苯 为溶剂， 反应 1.0h， 以87 mg的产率得到
  参考文献：
  名称：

  Pd-Catalyzed Semmler–Wolff Reactions for the Conversion of Substituted Cyclohexenone Oximes to Primary Anilines

  摘要：

  Homogeneous Pd catalysts have been identified for the conversion of cyclohexenone and tetralone O-pivaloyl oximes to the corresponding primary anilines and 1-aminonaphthalenes. This method is inspired by the Semmler-Wolff reaction, a classic method that exhibits limited synthetic utility owing to its forcing conditions, narrow scope, and low product yields. The oxime N-O bond undergoes oxidative addition to Pd-0(PCy3)(2), and the product of this step has been characterized by X-ray crystallography and shown to undergo dehydrogenation to afford the aniline product.

  DOI：

  10.1021/ja4073172
• 作为试剂：
  描述：

  2-(苄氧基)吡啶 、 chlorozinc(1+),N,N-dimethylaniline 在 (bis(tricyclohexyl)phosphine)ruthenium(II) dichloride 作用下， 以 四氢呋喃 、 N,N-二甲基乙酰胺 为溶剂， 反应 12.0h， 以86%的产率得到N,N-dimethyl-4-(phenylmethyl)benzenamine
  参考文献：
  名称：

  镍催化的芳基2-吡啶基醚与有机锌试剂的交叉偶联：通过裂解碳氧键来除去方向基

  摘要：

  在NiCl 2（PCy 3）2的催化下，芳基2-吡啶基醚与芳基锌试剂的反应通过C Ar -OPy键的选择性裂解提供芳基-芳基交叉偶联产物。该反应具有广泛的底物范围和官能团的良好相容性。无β-H的烷基锌试剂也可用作转化中的亲核试剂，而含β-H的烷基锌试剂可导致交叉偶联和氢化产物的混合物。

  DOI：

  10.1021/acs.joc.0c02389

文献信息

• Pd-Catalyzed Semmler–Wolff Reactions for the Conversion of Substituted Cyclohexenone Oximes to Primary Anilines
  作者：Wan Pyo Hong、Andrei V. Iosub、Shannon S. Stahl

  DOI：10.1021/ja4073172

  日期：2013.9.18

  Homogeneous Pd catalysts have been identified for the conversion of cyclohexenone and tetralone O-pivaloyl oximes to the corresponding primary anilines and 1-aminonaphthalenes. This method is inspired by the Semmler-Wolff reaction, a classic method that exhibits limited synthetic utility owing to its forcing conditions, narrow scope, and low product yields. The oxime N-O bond undergoes oxidative addition to Pd-0(PCy3)(2), and the product of this step has been characterized by X-ray crystallography and shown to undergo dehydrogenation to afford the aniline product.