2,2'-(phenylphosphinidene)-bis[N,N-bis(2-hydroxyethyl)-benzenamine] | 400772-55-6

• 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: 2,2'-(phenylphosphinidene)-bis[N,N-bis(2-hydroxyethyl)-benzenamine]
• 英文别名: 2-[2-[[2-[bis(2-hydroxyethyl)amino]phenyl]-phenylphosphanyl]-N-(2-hydroxyethyl)anilino]ethanol
• CAS: 400772-55-6
• 化学式: C₂₆H₃₃N₂O₄P
• 分子量: 468.533
• InChiKey: HAXGMOCWONACEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  33
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  87.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 2,2'-(phenylphosphinidene)-bis[N,N-bis(2-hydroxyethyl)-benzenamine] 以 丙酮 为溶剂， 以90%的产率得到
  参考文献：
  名称：

  Synthesis of a tetramethoxy and an amphiphilic tetrahydroxy hemilabile N,P,N-ligand. Coordination behavior towards rhodium(I) and application to hydroformylation of styrene or hydrogenation of trans-cinnamaldehyde

  摘要：

  A tetramethoxy hemilabile N,P,N-ligand and the corresponding amphiphilic tetrahydroxy ligand have been synthesized via ortho-lithiation of N,N-bis(2-methoxyethyl)-benzenamine and N,N-bis[2-(methoxymethoxy)ethyl]-benzenamine, respectively. The coordination behavior of the ligands towards rhodium(I) in solution was investigated and, according to H-1-, C-13- and P-31-NMR data, at room temperature both ligands are coordinated to the metal in a N,P,Rr-tridentate mode without any Rh-O interaction, whereas at low temperature a P-Rh-N bridged dimeric species was also found together with the most favored tridentate monomer. The rhodium complex of the former ligand was applied to hydroformylation of styrene and the complex of the latter ligand was evaluated in the hydrogenation of trans-cinnamaldehyde. (C) 2001 Published by Elsevier Science B.V.

  DOI：

  10.1016/s0022-328x(01)01116-0
• 作为产物：
  描述：

  N,N-二羟乙基苯胺 在 盐酸 、 正丁基锂 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 反应 34.0h， 生成 2,2'-(phenylphosphinidene)-bis[N,N-bis(2-hydroxyethyl)-benzenamine]
  参考文献：
  名称：

  Synthesis of a tetramethoxy and an amphiphilic tetrahydroxy hemilabile N,P,N-ligand. Coordination behavior towards rhodium(I) and application to hydroformylation of styrene or hydrogenation of trans-cinnamaldehyde

  摘要：

  A tetramethoxy hemilabile N,P,N-ligand and the corresponding amphiphilic tetrahydroxy ligand have been synthesized via ortho-lithiation of N,N-bis(2-methoxyethyl)-benzenamine and N,N-bis[2-(methoxymethoxy)ethyl]-benzenamine, respectively. The coordination behavior of the ligands towards rhodium(I) in solution was investigated and, according to H-1-, C-13- and P-31-NMR data, at room temperature both ligands are coordinated to the metal in a N,P,Rr-tridentate mode without any Rh-O interaction, whereas at low temperature a P-Rh-N bridged dimeric species was also found together with the most favored tridentate monomer. The rhodium complex of the former ligand was applied to hydroformylation of styrene and the complex of the latter ligand was evaluated in the hydrogenation of trans-cinnamaldehyde. (C) 2001 Published by Elsevier Science B.V.

  DOI：

  10.1016/s0022-328x(01)01116-0

文献信息

• Synthesis of a tetramethoxy and an amphiphilic tetrahydroxy hemilabile N,P,N-ligand. Coordination behavior towards rhodium(I) and application to hydroformylation of styrene or hydrogenation of trans-cinnamaldehyde
  作者：Ioannis D Kostas

  DOI：10.1016/s0022-328x(01)01116-0

  日期：2001.9

  A tetramethoxy hemilabile N,P,N-ligand and the corresponding amphiphilic tetrahydroxy ligand have been synthesized via ortho-lithiation of N,N-bis(2-methoxyethyl)-benzenamine and N,N-bis[2-(methoxymethoxy)ethyl]-benzenamine, respectively. The coordination behavior of the ligands towards rhodium(I) in solution was investigated and, according to H-1-, C-13- and P-31-NMR data, at room temperature both ligands are coordinated to the metal in a N,P,Rr-tridentate mode without any Rh-O interaction, whereas at low temperature a P-Rh-N bridged dimeric species was also found together with the most favored tridentate monomer. The rhodium complex of the former ligand was applied to hydroformylation of styrene and the complex of the latter ligand was evaluated in the hydrogenation of trans-cinnamaldehyde. (C) 2001 Published by Elsevier Science B.V.