| 386273-02-5

• CAS: 386273-02-5
• 化学式: C₂₃H₂₉CuN₂
• 分子量: 397.043
• InChiKey: KNWJOLCGPJIUCF-LJBBPXFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  、 二苯基重氮甲烷 以 甲苯 为溶剂， 反应 0.05h， 以40.3%的产率得到[(Cu(2,4-bis(2,4,6-dimethylphenylimido)pentane(-1H)))2(μ-CPh2)]
  参考文献：
  名称：

  [EN] DIKETIMINATO CU(I) AND CO(I) CARBENE CATALYSTS, AND CYCLOPROPANATION METHODS USING THEM
  [FR] CATALYSEURS DE DIKETIMINATO CU(I) ET CO(I) CARBENE, ET METHODES DE CYCLOPROPANATION UTILISANT CES CATALYSEURS

  摘要：

  公开号：

  WO2005007659A3
• 作为产物：
  描述：

  copper(I) bromide dimethylsulfide complex 、 乙烯 、 (2,4-bis(2,6-dimethylphenylimido)pentyl)Tl 以 苯 为溶剂， 生成
  参考文献：
  名称：

  通过中性β-二酮亚氨基铜（I）乙烯络合物活化双氧。

  摘要：

  介绍了两种热稳定的中性β-二酮亚氨基铜（I）烯烃配合物的合成和结构，以及由Cu（I）乙烯反应生成的Cu（II）2（mu-OH）2二聚体的结构。经由拟议的Cu（III）2（mu-O）2物种的中间体与O2形成复合物。

  DOI：

  10.1039/b105244f
• 作为试剂：
  描述：

  苯乙烯 、 二苯基重氮甲烷 在 作用下， 以 甲苯 为溶剂， 反应 26.0h， 以68%的产率得到(1,2-二苯基环丙基)苯
  参考文献：
  名称：

  [EN] DIKETIMINATO CU(I) AND CO(I) CARBENE CATALYSTS, AND CYCLOPROPANATION METHODS USING THEM
  [FR] CATALYSEURS DE DIKETIMINATO CU(I) ET CO(I) CARBENE, ET METHODES DE CYCLOPROPANATION UTILISANT CES CATALYSEURS

  摘要：

  公开号：

  WO2005007659A3

文献信息

• Discrete Bridging and Terminal Copper Carbenes in Copper-Catalyzed Cyclopropanation
  作者：Xuliang Dai、Timothy H. Warren

  DOI：10.1021/ja047935q

  日期：2004.8.1

  The Cu(I) beta-diketiminate [Me2NN]Cu(eta(2)-ethylene) (2) catalyzes the cyclopropanation of styrene with N2CPh2 to give 1,1,2-triphenylcyclopropane in 67% yield. Addition of N2CPh2 to 2 equiv of 2 allows for the isolation of the dicopper carbene [Me2NN]Cu}(2)(mu-CPh2) (3) in which the diphenylcarbene moiety is symmetrically bound between two [Me2NN]Cu fragments (Cu-C = 1.922(4) and 1.930(4) Angstrom) with a Cu-Cu separation of 2.4635(7) Angstrom. In toluene-d(8) solution, 3 reversibly dissociates a [Me2NN]Cu fragment to give [Me2NN]Cu(toluene) and the terminal carbene [Me2NN]Cu=CPh2. Dicopper carbene 3 reacts with 3 equiv of styrene to give 1,1,2-triphenylcyclopropane and 2 equiv of [Me2NN]Cu(eta(2)-styrene) within minutes. DFT studies with simplified ligands indicate a stronger Cu-C pi-back-bonding interaction from two Cu(I) centers to the carbene acceptor orbital in a dicopper carbene than that present in a monocopper carbene. Nonetheless, the terminal carbene [Me3NN]Cu=CPh2 (8) that possesses a p-methyl group on each beta-diketiminato N-aryl ring may be isolated and exhibits a shortened Cu-C distance of 1.834(3) Angstrom. The stoichiometric cyclopropanation of styrene by 8 in 1,4-dioxane is first-order in both copper carbene 8 and styrene with activation parameters DeltaH(not similar or equal to) = 10.4(3) kcal/mol and DeltaS(not similar or equal to) = -32.3(9) cal/mol-K. In 1,4-dioxane, 8 decomposes to Ph2C=CPh2 via first-order kinetics with activation parameters DeltaH(not similar or equal to) = 21(1) kcal/mol and DeltaS(not similar or equal to) = -8(3) cal/mol-K. Arene solutions of thermally sensitive terminal carbene 8 decompose to [Me3NN]-Cu(arene), which reacts with 8 still present in solution to give the more thermally stable [Me3NN]Cu}(2)-(mu-CPh2).