cyclopenta-1,3-diene;[2-formyl-3,5-bis(trimethylsilyl)cyclopenta-1,4-dien-1-yl] acetate;iron(2+) | 1400792-41-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: cyclopenta-1,3-diene;[2-formyl-3,5-bis(trimethylsilyl)cyclopenta-1,4-dien-1-yl] acetate;iron(2+)
• CAS: 1400792-41-7
• 化学式: C₁₉H₂₈FeO₃Si₂
• 分子量: 416.448
• InChiKey: LBPMTJMQLNZBHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  cyclopenta-1,3-diene;[2-formyl-3,5-bis(trimethylsilyl)cyclopenta-1,4-dien-1-yl] acetate;iron(2+) 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以85%的产率得到cyclopenta-1,3-diene;2-hydroxy-3,5-bis(trimethylsilyl)cyclopenta-1,3-diene-1-carbaldehyde;iron(2+)
  参考文献：
  名称：

  (“Ferrocene-salaldiminato”)zirconium Complexes for Ethylene Polymerization Catalysis: The Role of the Bulky Substituents

  摘要：

  We prepared the 2-hydroxy-5-trimethylsilylferrocenecarbaldimine systems 13 enantioselectively by a short synthetic route starting from the chiral ferrocene carbaldehyde acetal S. The imines 13a-c were used to synthesize the zwitterionic ("ferrocene-salaldiminato")(2)ZrCl4 complexes 14a-c. Activation with MAO gave homogeneous Ziegler-Natta catalysts, which showed only a moderate ethylene polymerization activity, similar to the unsubstituted parent "ferrocene-salaldiminato" zirconium systems. Consequently, a synthetic route was devised and carried out to make the corresponding 2-hydroxy-3,5-bis(trimethylsilyl)ferrocenecarbaldimines (21) available. The enantiomerically highly enriched ligands (pS)-21a and -d derived from the aldehyde and aniline or cyclohexylamine, respectively, were used to synthesize the corresponding ("ferrocene-salaldiminato")(2)ZrCl4 complexes 22a,d. Both gave highly active homogeneous Ziegler-Natta catalysts upon activation with MAO for the formation of linear low molecular weight polyethylene. Complex 22d and many ligand precusors from both sequences were characterized by X-ray diffraction.

  DOI：

  10.1021/om3004509
• 作为产物：
  描述：

  在 对甲苯磺酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以98%的产率得到cyclopenta-1,3-diene;[2-formyl-3,5-bis(trimethylsilyl)cyclopenta-1,4-dien-1-yl] acetate;iron(2+)
  参考文献：
  名称：

  (“Ferrocene-salaldiminato”)zirconium Complexes for Ethylene Polymerization Catalysis: The Role of the Bulky Substituents

  摘要：

  We prepared the 2-hydroxy-5-trimethylsilylferrocenecarbaldimine systems 13 enantioselectively by a short synthetic route starting from the chiral ferrocene carbaldehyde acetal S. The imines 13a-c were used to synthesize the zwitterionic ("ferrocene-salaldiminato")(2)ZrCl4 complexes 14a-c. Activation with MAO gave homogeneous Ziegler-Natta catalysts, which showed only a moderate ethylene polymerization activity, similar to the unsubstituted parent "ferrocene-salaldiminato" zirconium systems. Consequently, a synthetic route was devised and carried out to make the corresponding 2-hydroxy-3,5-bis(trimethylsilyl)ferrocenecarbaldimines (21) available. The enantiomerically highly enriched ligands (pS)-21a and -d derived from the aldehyde and aniline or cyclohexylamine, respectively, were used to synthesize the corresponding ("ferrocene-salaldiminato")(2)ZrCl4 complexes 22a,d. Both gave highly active homogeneous Ziegler-Natta catalysts upon activation with MAO for the formation of linear low molecular weight polyethylene. Complex 22d and many ligand precusors from both sequences were characterized by X-ray diffraction.

  DOI：

  10.1021/om3004509