2-dicyclohexylphosphino-1-dimethylaminoferrocene | 1177249-19-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: 2-dicyclohexylphosphino-1-dimethylaminoferrocene
• 英文别名: cyclopenta-1,3-diene;2-dicyclohexylphosphanyl-N,N-dimethylcyclopenta-2,4-dien-1-amine;iron(2+)
• CAS: 1177249-19-2；1262899-32-0
• 化学式: C₂₄H₃₆FeNP
• 分子量: 425.377
• InChiKey: AMQOCQHPCVEVFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.65
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dichloro( 1,5-cyclooctadiene)platinum(ll) 、 2-dicyclohexylphosphino-1-dimethylaminoferrocene 以 甲苯 为溶剂， 以79%的产率得到dichloro(2-dicyclohexylphosphino-1-dimethylaminoferrocene-κN,P)platinum(II)
  参考文献：
  名称：

  Palladium(II), Platinum(II), and Iridium(I) Complexes of 2-Phosphino-1-dimethylaminoferrocenes: A Survey of Structure and Catalysis

  摘要：

  A series of PdCl2, PtCl2 and Ir(COD)BArF. complexes bearing a rare class of racemic bidentate 2-phosphino-1-dimethylaminoferrocene ligands were prepared and characterized by NMR spectroscopy and X-ray crystallography. The new complexes displayed a structural trend relating a decrease in heteroatom-metal bond length with an increase in ligand bite angle on going from Ir to Pd and Pt. The pdCl(2) and PtCl2 complexes were almost isostructural and featured MCl2 moieties in the plane of the substituted Cp ring of the ligand. In contrast, the Ir(COD)(4)complex was distinguished by a bend of the Ir(COD) moiety toward the unsubstituted (Cp') ring. The latter gave rise to a steric interaction that placed the Cp rings in almost eclipsed conformations. Ligand 8a (2-diphenylphosphino-1-dimethylaminoferrocene) was able to promote Pd-catalyzed Suzuki-Miyaura and Buchwald-Hartwig coupling of aryl chlorides in addition to Ir-catalyzed hydrogeriation of electron-deficient and unactivated alkenes. A preliminary intramolecular hydroamination of a terminal alkene using 8a in conjunction with lr(l) afforded the cyclized product in 64% yield.

  DOI：

  10.1021/om900422t
• 作为产物：
  描述：

  正丁基锂 、 dimethylaminoferrocene 、 三氟化硼乙醚 、 二环己基氯化膦 以 四氢呋喃 、 正己烷 为溶剂， 以77%的产率得到2-dicyclohexylphosphino-1-dimethylaminoferrocene
  参考文献：
  名称：

  Palladium(II), Platinum(II), and Iridium(I) Complexes of 2-Phosphino-1-dimethylaminoferrocenes: A Survey of Structure and Catalysis

  摘要：

  A series of PdCl2, PtCl2 and Ir(COD)BArF. complexes bearing a rare class of racemic bidentate 2-phosphino-1-dimethylaminoferrocene ligands were prepared and characterized by NMR spectroscopy and X-ray crystallography. The new complexes displayed a structural trend relating a decrease in heteroatom-metal bond length with an increase in ligand bite angle on going from Ir to Pd and Pt. The pdCl(2) and PtCl2 complexes were almost isostructural and featured MCl2 moieties in the plane of the substituted Cp ring of the ligand. In contrast, the Ir(COD)(4)complex was distinguished by a bend of the Ir(COD) moiety toward the unsubstituted (Cp') ring. The latter gave rise to a steric interaction that placed the Cp rings in almost eclipsed conformations. Ligand 8a (2-diphenylphosphino-1-dimethylaminoferrocene) was able to promote Pd-catalyzed Suzuki-Miyaura and Buchwald-Hartwig coupling of aryl chlorides in addition to Ir-catalyzed hydrogeriation of electron-deficient and unactivated alkenes. A preliminary intramolecular hydroamination of a terminal alkene using 8a in conjunction with lr(l) afforded the cyclized product in 64% yield.

  DOI：

  10.1021/om900422t

文献信息

• Method for preparing ortho-substituted aminoferrocenes
  申请人：Brock University

  公开号：US07982064B2

  公开（公告）日：2011-07-19

  The present disclosure relates to a method for preparing an ortho-substituted aminoferrocene comprising reacting an aminoferrocene with a Lewis acid and a lithiating reagent in the presence of an electrophile to form the ortho-substituted aminoferrocene.

  本公开涉及一种制备邻位取代的氨基二茂铁的方法，包括在电子亲和性试剂的存在下，将氨基二茂铁与路易斯酸和锂化试剂反应，形成邻位取代的氨基二茂铁。
• METHOD FOR PREPARING ORTHO-SUBSTITUTED AMINOFERROCENES
  申请人：Metallinos Costa

  公开号：US20100137588A1

  公开（公告）日：2010-06-03

  The present disclosure relates to a method for preparing an ortho-substituted aminoferrocene comprising reacting an aminoferrocene with a Lewis acid and a lithiating reagent in the presence of an electrophile to form the ortho-substituted aminoferrocene.

  本公开涉及一种制备邻位取代氨基二茂铁的方法，包括在电子亲和体的存在下，将氨基二茂铁与路易斯酸和锂化试剂反应，以形成邻位取代的氨基二茂铁。