p-MeC6H4NC(Ph)CH2P(Ph2)N(8-C8H6N) | 1312954-72-5

• 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: p-MeC6H4NC(Ph)CH2P(Ph2)N(8-C8H6N)
• 英文别名: p-MeC6H4NCH(Ph)CHPPh2N(8-C9H6N)
• CAS: 1312954-72-5
• 化学式: C₃₆H₃₀N₃P
• 分子量: 535.628
• InChiKey: MKZCBYUDHUQEEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.14
• 重原子数：
  40.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  37.28
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  p-MeC6H4NC(Ph)CH2P(Ph2)N(8-C8H6N) 、 diethylzinc 以 正己烷 、 甲苯 为溶剂， 以56%的产率得到[Zn(Et)(p-MeC6H4NC(Ph)CHPPh2N(8-C9H6N))]
  参考文献：
  名称：

  Zinc and Aluminum Complexes Supported by Quinoline-Based N,N,N-Chelate Ligands: Synthesis, Characterization, and Catalysis in the Ring-Opening Polymerization of ε-Caprolactone and rac-Lactide

  摘要：

  A series of zinc and aluminum complexes supported by quinoline-based N,N,N-chelate ligands were synthesized and characterized. The reaction of 2-PyCH2PPh2 or ArN=C(Ph)CH2PPh2 (Ar = Ph, p-MeC6H4, p-MeOC6H4) with 8-azidoquinoline in dichloromethane gave the iminophosphoranes 2-PyCH2P(Ph-2)=N(8-C8H6N) (1; C8H6N = quinolyl) and ArN=C(Ph)CH2P(Ph-2)=N(8-C8H6N), respectively. Treatment of the iminophosphoranes with 1 equiv of ZnEt2 afforded the corresponding zinc complexes [Zn(Et){2-PyCHP(Ph-2)=N(8-C8H6N)}] (2) and [Zn(Et){ArNC(Ph)=CHP(Ph-2)=N(8-C8H6N)}] (5a, Ar = Ph; 5b, Ar = p-MeC6H4; 5c, Ar = p-MeOC6H4). Similar reactions between the iminophosphoranes and an equimolar amount of AlMe3 generated the aluminum complexes [Al(Me-2){2-PyGHP(Ph-2)=N(8-C8H6N)}] (3) and [Al(Me-2){ArNC(Ph)=CHP(Ph-2)=N(8-C8H6N)}] (6a, Ar = Ph; 6b, Ar = p-MeC6H4). Compounds 1-6 were all characterized by H-1, C-13, and P-31 NMR spectroscopy and elemental analysis. The molecular structures of complexes 2, 3, 5a, and 6b were determined by single-crystal X-ray diffraction techniques. In the presence of benzyl alcohol (BnOH) each of the zinc and aluminum complexes is the active catalyst in the ring-opening polymerization (ROP) of epsilon-caprolactone (epsilon-CL), leading to polymers with good molecular weight control and narrow molecular weight distribution. The zinc complexes catalyze the ROP of rac-lactide (rac-LA) efficiently in the presence of BnOH, and the polymerizations are well controlled. However, the aluminum complexes are inactive toward the ROP of rac-lactide under the same conditions.

  DOI：

  10.1021/om200423g
• 作为产物：
  描述：

  p-MeC6H4NC(Ph)CH2PPh2 、 8-azidoquinoline 以 二氯甲烷 为溶剂， 反应 4.5h， 以91%的产率得到p-MeC6H4NC(Ph)CH2P(Ph2)N(8-C8H6N)
  参考文献：
  名称：

  Zinc and Aluminum Complexes Supported by Quinoline-Based N,N,N-Chelate Ligands: Synthesis, Characterization, and Catalysis in the Ring-Opening Polymerization of ε-Caprolactone and rac-Lactide

  摘要：

  A series of zinc and aluminum complexes supported by quinoline-based N,N,N-chelate ligands were synthesized and characterized. The reaction of 2-PyCH2PPh2 or ArN=C(Ph)CH2PPh2 (Ar = Ph, p-MeC6H4, p-MeOC6H4) with 8-azidoquinoline in dichloromethane gave the iminophosphoranes 2-PyCH2P(Ph-2)=N(8-C8H6N) (1; C8H6N = quinolyl) and ArN=C(Ph)CH2P(Ph-2)=N(8-C8H6N), respectively. Treatment of the iminophosphoranes with 1 equiv of ZnEt2 afforded the corresponding zinc complexes [Zn(Et){2-PyCHP(Ph-2)=N(8-C8H6N)}] (2) and [Zn(Et){ArNC(Ph)=CHP(Ph-2)=N(8-C8H6N)}] (5a, Ar = Ph; 5b, Ar = p-MeC6H4; 5c, Ar = p-MeOC6H4). Similar reactions between the iminophosphoranes and an equimolar amount of AlMe3 generated the aluminum complexes [Al(Me-2){2-PyGHP(Ph-2)=N(8-C8H6N)}] (3) and [Al(Me-2){ArNC(Ph)=CHP(Ph-2)=N(8-C8H6N)}] (6a, Ar = Ph; 6b, Ar = p-MeC6H4). Compounds 1-6 were all characterized by H-1, C-13, and P-31 NMR spectroscopy and elemental analysis. The molecular structures of complexes 2, 3, 5a, and 6b were determined by single-crystal X-ray diffraction techniques. In the presence of benzyl alcohol (BnOH) each of the zinc and aluminum complexes is the active catalyst in the ring-opening polymerization (ROP) of epsilon-caprolactone (epsilon-CL), leading to polymers with good molecular weight control and narrow molecular weight distribution. The zinc complexes catalyze the ROP of rac-lactide (rac-LA) efficiently in the presence of BnOH, and the polymerizations are well controlled. However, the aluminum complexes are inactive toward the ROP of rac-lactide under the same conditions.

  DOI：

  10.1021/om200423g