2-diphenylphosphinocyclopentene-1-(tert-butyl)imine | 1014625-59-2

• 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-diphenylphosphinocyclopentene-1-(tert-butyl)imine
• 英文别名: N-tert-butyl-1-(2-diphenylphosphanylcyclopenten-1-yl)methanimine
• CAS: 1014625-59-2
• 化学式: C₂₂H₂₆NP
• 分子量: 335.429
• InChiKey: XTHFWNZXSPKUBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-diphenylphosphinocyclopentene-1-(tert-butyl)imine 以 二氯甲烷 、 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Reactivity of (3-Iminophosphine)palladium(II) Complexes: Evidence of Hemilability

  摘要：

  Several palladium(II) 3-iminophosphine complexes were synthesized in moderate to high yield. With relevance to many palladium-catalyzed coupling reactions, these complexes incorporate a wide variety of ligands, including amines, alkyls, allyls, and triflates. The presence of both eta'- and eta(2)-coordination modes demonstrates the hemilability of the 3-iminophosphine ligand class, as determined by X-ray crystallography and NMR spectroscopy.

  DOI：

  10.1021/om900066t

文献信息

• Cationic Nickel(II)-Catalyzed Hydrosilylation of Alkenes: Role of P, N-Type Ligand Scaffold on Selectivity and Reactivity
  作者：Istiak Hossain、Joseph A. R. Schmidt

  DOI：10.1021/acs.organomet.0c00551

  日期：2020.9.28

  Seven structurally similar cationic nickel(II)–alkyl complexes were synthesized by using a series of P, N ligands, and their reactivity was explored in the hydrosilylation of alkenes. More electron-rich phosphines enhanced the overall reactivity of the transformation; in contrast, groups on the imine donor had little impact. Overall, these catalysts displayed reactivity and selectivity that was previously

  使用一系列P，N配体合成了七个结构相似的阳离子镍（II）-烷基络合物，并在烯烃的氢硅烷化中探索了它们的反应性。更多的富电子膦提高了转化的整体反应性；相反，亚胺供体上的组几乎没有影响。总体而言，这些催化剂显示出在镍催化的氢化硅烷化中以前未知或非常罕见的反应性和选择性。在与Ph 2 SiH 2的反应中，1,2-二取代的乙烯基芳烃显示出对硅烷加成的完全苄基选择性，而对1,1-二取代的烯烃则观察到末端选择性。相关的PhSiH 3导致仅对单个取代的乙烯基芳烃进行马尔可夫尼科夫选择性，而未观察到竞争的双加成。机理研究支持以下假设：Ni-H在此催化氢硅烷化反应中充当活性物质，这反过来也显示了硅烷再分布反应的催化能力，特别是对于空间不受阻的硅烷。
• Cationic [(Iminophosphine)Nickel(Allyl)]⁺Complexes as the First Example of Nickel Catalysts for Direct Hydroamination of Allenes
  作者：Hosein Tafazolian、Joseph A. R. Schmidt

  DOI：10.1002/chem.201605611

  日期：2017.1.31

  The first example of nickel‐catalyzed hydroamination of allenes is reported. The new cationic [(3‐iminophosphine)nickel(allyl)]+ catalysts have been fully characterized and act regioselectively in the catalytic hydroamination of allenes with secondary amines at room temperature.

  报道了镍催化的丙二烯加氢胺化的第一个例子。新型阳离子[（3-亚氨基膦）镍（烯丙基）] +催化剂已得到充分表征，并在室温下在丙二烯与仲胺的催化加氢胺化反应中具有区域选择性作用。
• Palladium(II) 3-Iminophosphine Complexes as Intermolecular Hydroamination Catalysts for the Formation of Imines and Enamines
  作者：Andrew R. Shaffer、Joseph A. R. Schmidt

  DOI：10.1021/om701106q

  日期：2008.3.24

  Palladium(II) 3-iminophosphine derivatives were screened as intermolecular hydroamination catalysts, with (3-iminophosphine)(allyl)palladium triflate determined to be the most active for the hydroamination of 1,3-cyclohexadiene and phenyl acetylene. The iminophosphine ligands were synthesized by a three-step process and coordinated in an eta(2) and eta(1) manner to palladium(II) chloride and (allyl)palladium(II) chloride, respectively.