N-benzyl-1-phenyl-1-pyrazin-2-ylmethanamine;dichloropalladium | 1161439-46-8

• 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: N-benzyl-1-phenyl-1-pyrazin-2-ylmethanamine;dichloropalladium
• CAS: 1161439-46-8
• 化学式: C₁₈H₁₇Cl₂N₃Pd
• 分子量: 452.679
• InChiKey: IILXBHNQKPEWMA-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  sodium tetrachloropalladate(II) 、 N-benzyl-N-[phenyl(pyrazin-2-yl)methyl]amine 以 甲醇 为溶剂， 以93%的产率得到N-benzyl-1-phenyl-1-pyrazin-2-ylmethanamine;dichloropalladium
  参考文献：
  名称：

  N‐Heterocyclic Benzhydrylamines as New N , N ‐Bidentate Ligands in Palladium Complexes: Synthesis, Characterization and Catalytic Activity

  摘要：

  AbstractThe synthesis of new N,N‐bidentate ligands based on a π‐deficient N‐heterocyclic benzhydrylamine core is described. The corresponding air‐stable palladium complexes are obtained in high yields and fully characterized by NMR spectroscopy and X‐ray structure determination. These new phosphane‐free catalytic systems proved efficient in the Suzuki–Miyaura reaction, enabling us to obtain biaryl products in good yields, also for reactions with o‐substituted phenyl chlorides as starting materials. The effects of both electronic and steric modulations at the benzhydrylamine core on the catalytic activity are also described.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

  DOI：

  10.1002/ejic.200800154
• 作为试剂：
  描述：

  1,8-二溴萘 、 3-硝基苯硼酸 在 N-benzyl-1-phenyl-1-pyrazin-2-ylmethanamine;dichloropalladium 、 caesium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以65%的产率得到1,8-bis(3-nitrophenyl)naphthalene
  参考文献：
  名称：

  对称1,8-二芳基萘的合成及分子结构

  摘要：

  报道了取代的 1,8-二芳基萘的合成。从 1,8-二溴萘开始的双 Suzuki 偶联策略为 1,8-二芳基萘支架提供了有用的通用途径。在这种情况下，发现 N-杂环二苯甲基胺配体与 PdCl 2 结合形成特别有效的催化体系。从它们的 1 H NMR光谱在溶液中确定顺/反比。六种新靶材的固态分子结构分析重点关注萘核的变形。观察到的平面性缺乏是由几个参数引起的，例如取代基的性质和数量、取代模式以及共面环之间的空间拥挤和 π 堆积。

  DOI：

  10.1002/ejoc.201000685

文献信息

• N‐Heterocyclic Benzhydrylamines as New <i>N</i> , <i>N</i> ‐Bidentate Ligands in Palladium Complexes: Synthesis, Characterization and Catalytic Activity
  作者：Vincent Terrasson、Damien Prim、Jérome Marrot

  DOI：10.1002/ejic.200800154

  日期：2008.6

  AbstractThe synthesis of new N,N‐bidentate ligands based on a π‐deficient N‐heterocyclic benzhydrylamine core is described. The corresponding air‐stable palladium complexes are obtained in high yields and fully characterized by NMR spectroscopy and X‐ray structure determination. These new phosphane‐free catalytic systems proved efficient in the Suzuki–Miyaura reaction, enabling us to obtain biaryl products in good yields, also for reactions with o‐substituted phenyl chlorides as starting materials. The effects of both electronic and steric modulations at the benzhydrylamine core on the catalytic activity are also described.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)