Dichloropalladium;2-[diphenylphosphanylmethyl(diphenyl)-lambda5-phosphanylidene]-1-(4-phenylphenyl)ethanone | 1415820-93-7

• 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: Dichloropalladium;2-[diphenylphosphanylmethyl(diphenyl)-lambda5-phosphanylidene]-1-(4-phenylphenyl)ethanone
• 英文别名: dichloropalladium;2-[diphenylphosphanylmethyl(diphenyl)-λ5-phosphanylidene]-1-(4-phenylphenyl)ethanone
• CAS: 1415820-93-7
• 化学式: C₃₉H₃₂Cl₂OP₂Pd
• 分子量: 755.956
• InChiKey: WCKDKFVZSUTKDO-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  9.47
• 重原子数：
  45
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-溴-4-苯基乙酰苯 在 三乙胺 作用下， 以 二氯甲烷 、 氯仿 、 甲苯 为溶剂， 反应 17.0h， 生成 Dichloropalladium;2-[diphenylphosphanylmethyl(diphenyl)-lambda5-phosphanylidene]-1-(4-phenylphenyl)ethanone
  参考文献：
  名称：

  A Robust, Moisture- and Air-Stable Phosphine Mono-Ylide Palladacycle Precatalyst: A Simple and Highly Efficient System for Mizoroki–Heck Reactions

  摘要：

  A palladacycle phosphine mono-ylide complex was identified as an efficient catalyst system for the Mizoroki-Heck cross-coupling reactions of aromatic or aliphatic olefins with a variety of aryl bromides and chlorides, including those containing electron-donating or electron-withdrawing substituents. The reactions, which proceeded in moderate to excellent yields, required relatively low loadings of palladium (10 ppm) and were performed under aerobic conditions. High catalyst activities with turnover frequencies of up to 20,000 h(-1) were observed at 130 degrees C.

  DOI：

  10.1055/s-0033-1340319
• 作为试剂：
  描述：

  苯乙烯 、 对氯甲苯 在 Dichloropalladium;2-[diphenylphosphanylmethyl(diphenyl)-lambda5-phosphanylidene]-1-(4-phenylphenyl)ethanone 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以62%的产率得到1-甲基-4-((e)-苯乙烯)-苯
  参考文献：
  名称：

  A Robust, Moisture- and Air-Stable Phosphine Mono-Ylide Palladacycle Precatalyst: A Simple and Highly Efficient System for Mizoroki–Heck Reactions

  摘要：

  A palladacycle phosphine mono-ylide complex was identified as an efficient catalyst system for the Mizoroki-Heck cross-coupling reactions of aromatic or aliphatic olefins with a variety of aryl bromides and chlorides, including those containing electron-donating or electron-withdrawing substituents. The reactions, which proceeded in moderate to excellent yields, required relatively low loadings of palladium (10 ppm) and were performed under aerobic conditions. High catalyst activities with turnover frequencies of up to 20,000 h(-1) were observed at 130 degrees C.

  DOI：

  10.1055/s-0033-1340319

文献信息

• Four-coordinate Pd(II) complexes containing non-symmetric phosphorus ylides: Synthesis, characterization, and catalytic behavior towards Suzuki reaction
  作者：Seyyed Javad Sabounchei、Mohammad Panahimehr、Mohsen Ahmadi、Zahra Nasri、Hamid Reza Khavasi

  DOI：10.1016/j.jorganchem.2012.10.004

  日期：2013.1

  by, elemental analysis and spectroscopic methods. The structure of complex 1 has been characterized crystallographically. This structure consists of five-membered ring formed by coordination of the ligand through the phosphine group and the ylidic carbon atom to the metal center. The coordination geometry around the Pd atoms in this complex can be defined as slightly distorted square planar. At a supramolecular

  本文报道了Ph 2 PCH 2 PPh 2 CH C（O）R] PdCl 2 }（R = 4'-联苯（1），OCH 2 Ph（2），由二氯（1,5-环辛二烯）钯（II）与相关的二氯苯酚反应制得的4-甲基苯基（3），2-萘基（4），2,4-二氯苯基（5），3-硝基苯基（6））在温和条件下在二氯甲烷中溶解磷。这些化合物已通过元素分析和光谱法表征。配合物1的结构在结晶学上已经表征。该结构由五元环组成，该五元环是通过配体通过膦基和碳原子基团与金属中心的配位而形成的。在该络合物中，Pd原子周围的配位几何可以定义为略微扭曲的正方形平面。在超分子水平，C – H⋯Cl和C – H⋯π的分子间相互作用是造成晶体堆积的原因。已发现该络合物可作为铃木交叉偶联反应的有效催化剂。在空气中，在0.2mol％的催化剂存在下，将各种芳基溴化物与芳基硼酸在DMF中在空气下偶联，以良好至优异的产率提供相应的交联产物。