(2-Cyanoethyl)(tricyclohexyl)phosphanium bromide | 670272-41-0

• 分子结构分类: 有机化合物 - 有机磷化合物 - 四烷基鏻化合物
• 英文名称: (2-Cyanoethyl)(tricyclohexyl)phosphanium bromide
• 英文别名: 2-cyanoethyl(tricyclohexyl)phosphanium;bromide
• CAS: 670272-41-0
• 化学式: Br*C₂₁H₃₇NP
• 分子量: 414.409
• InChiKey: NNUXBKIFUREYRT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-溴丙腈 、 三环己基膦 以 苯 为溶剂， 反应 168.0h， 以15%的产率得到(2-Cyanoethyl)(tricyclohexyl)phosphanium bromide
  参考文献：
  名称：

  Acrylonitrile Polymerization by Cy₃PCuMe and (Bipy)₂FeEt₂

  摘要：

  Cy3PCuMe (1) undergoes reversible ligand redistribution at low temperature in solution to form the tight ion pair [Cu(PCy3)(2)][CuMe2] (3). The structure of 3 was assigned on the basis of (i) the stoichiometry of the 1 = 3 equilibrium, (ii) the observation of a triplet for the PCy3 C1 C-13 NMR resonance due to virtual coupling to two P-31 nuclei, and (iii) reverse synthesis of 1 by combining separately generated Cu(PCy3)(2)(+) and CuMe2- ions. Complex 1 and [Cu(PCy3)(2)][PF6] (5) coordinate additional PCy3 to form (Cy3P)(2)CuMe and [Cu(PCy3)(3)][PF6], respectively, while 3 does not. Complex 1, free PCy3, and (bipy)(2)FeEt2 (2) each initiate the polymerization of acrylonitrile. In each case, the polyacrylonitrile contains branches that are characteristic of an anionic polymerization mechanism. The major initiator in acrylonitrile polymerization by 1 is PCy3, which is liberated from 1. A transient iron hydride complex is proposed to initiate acrylonitrile polymerization by 2.

  DOI：

  10.1021/ja039018a

文献信息

• Acrylonitrile Polymerization by Cy₃PCuMe and (Bipy)₂FeEt₂
  作者：Frank Schaper、Stephen R. Foley、Richard F. Jordan

  DOI：10.1021/ja039018a

  日期：2004.2.1

  Cy3PCuMe (1) undergoes reversible ligand redistribution at low temperature in solution to form the tight ion pair [Cu(PCy3)(2)][CuMe2] (3). The structure of 3 was assigned on the basis of (i) the stoichiometry of the 1 = 3 equilibrium, (ii) the observation of a triplet for the PCy3 C1 C-13 NMR resonance due to virtual coupling to two P-31 nuclei, and (iii) reverse synthesis of 1 by combining separately generated Cu(PCy3)(2)(+) and CuMe2- ions. Complex 1 and [Cu(PCy3)(2)][PF6] (5) coordinate additional PCy3 to form (Cy3P)(2)CuMe and [Cu(PCy3)(3)][PF6], respectively, while 3 does not. Complex 1, free PCy3, and (bipy)(2)FeEt2 (2) each initiate the polymerization of acrylonitrile. In each case, the polyacrylonitrile contains branches that are characteristic of an anionic polymerization mechanism. The major initiator in acrylonitrile polymerization by 1 is PCy3, which is liberated from 1. A transient iron hydride complex is proposed to initiate acrylonitrile polymerization by 2.