2-(phenylphosphino)phenyl-N-phenylaniline

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(phenylphosphino)phenyl-N-phenylaniline
• 英文别名: N-phenyl-2-phenylphosphanylaniline
• 化学式: C₁₈H₁₆NP
• 分子量: 277.305
• InChiKey: AJUDYKAFRNOZKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(phenylphosphino)phenyl-N-phenylaniline 在 六氟磷酸银 、 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 生成 [(PhNP)Cu (PMe3)2]2
  参考文献：
  名称：

  Noninnocent Behavior of Bidentate Amidophosphido [NP]^2– Ligands upon Coordination to Copper

  摘要：

  The synthesis and preliminary coordination chemistry of two new redox-active bidentate ligands containing amido and phosphido donors are described. Treatment of the [(NP)-N-R](2-) (R = Ph, 2,4,6-trimethylphenyl) ligands with CuCl2 and PMe3 results in a dimeric copper(I) P-P coupled product via ligand oxidation. The intermediate of this reaction is proposed to involve a ligand radical generated via oxidation of the [(NP)-N-R](2-) ligand by copper(II), and the existence of such an intermediate is probed using computational methods. Significant radical character on the phosphorus atoms of the alleged [(NP)-N-R](center dot-)/copper(I) intermediate leads to P-P radical coupling.

  DOI：

  10.1021/ic402257z
• 作为产物：
  描述：

  2-氟二苯胺 在 lithium 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 96.0h， 生成 2-(phenylphosphino)phenyl-N-phenylaniline
  参考文献：
  名称：

  Noninnocent Behavior of Bidentate Amidophosphido [NP]^2– Ligands upon Coordination to Copper

  摘要：

  The synthesis and preliminary coordination chemistry of two new redox-active bidentate ligands containing amido and phosphido donors are described. Treatment of the [(NP)-N-R](2-) (R = Ph, 2,4,6-trimethylphenyl) ligands with CuCl2 and PMe3 results in a dimeric copper(I) P-P coupled product via ligand oxidation. The intermediate of this reaction is proposed to involve a ligand radical generated via oxidation of the [(NP)-N-R](2-) ligand by copper(II), and the existence of such an intermediate is probed using computational methods. Significant radical character on the phosphorus atoms of the alleged [(NP)-N-R](center dot-)/copper(I) intermediate leads to P-P radical coupling.

  DOI：

  10.1021/ic402257z

文献信息

• Noninnocent Behavior of Bidentate Amidophosphido [NP]^2– Ligands upon Coordination to Copper
  作者：Mark W. Bezpalko、Bruce M. Foxman、Christine M. Thomas

  DOI：10.1021/ic402257z

  日期：2013.11.4

  The synthesis and preliminary coordination chemistry of two new redox-active bidentate ligands containing amido and phosphido donors are described. Treatment of the [(NP)-N-R](2-) (R = Ph, 2,4,6-trimethylphenyl) ligands with CuCl2 and PMe3 results in a dimeric copper(I) P-P coupled product via ligand oxidation. The intermediate of this reaction is proposed to involve a ligand radical generated via oxidation of the [(NP)-N-R](2-) ligand by copper(II), and the existence of such an intermediate is probed using computational methods. Significant radical character on the phosphorus atoms of the alleged [(NP)-N-R](center dot-)/copper(I) intermediate leads to P-P radical coupling.