glyoxal bis(N-methyl-N-phenylhydrazone)

• 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: glyoxal bis(N-methyl-N-phenylhydrazone)
• 英文别名: glyoxal bis(methylphenylhydrazone)；(1E,2E)-1,2-bis(2-methyl-2-phenylhydrazono)ethane；N-methyl-N-[(E)-[(2E)-2-[methyl(phenyl)hydrazinylidene]ethylidene]amino]aniline
• 化学式: C₁₆H₁₈N₄
• 分子量: 266.346
• InChiKey: CZZIRIVKIQOMML-HBKJEHTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  草酸醛 、 1-甲基-1-苯肼 以 甲醇 为溶剂， 生成 glyoxal bis(N-methyl-N-phenylhydrazone)
  参考文献：
  名称：

  Phosphine-Free Suzuki-MiyauraReactions Catalyzed by Bishydrazone-Pd-Complex

  摘要：

  二甲基苯肼化糖醛（Glyoxal bis(methylphenylhydrazone) 1）被制备并作为铃木-宫浦交叉偶联反应中芳基溴化物和芳基硼酸的配体进行研究。我们发现无膦催化剂，如Pd(OAc)2/肼配体1，是一种高效催化剂，能够在室温下对多种底物产生良产率的偶联产物。

  DOI：

  10.1055/s-2003-38755

文献信息

• Phosphine-Free Palladium Catalyzed Mizoroki−Heck Reaction Using Hydrazone as a Ligand
  作者：Takashi Mino、Yoshiaki Shirae、Yousuke Sasai、Masami Sakamoto、Tsutomu Fujita

  DOI：10.1021/jo0610006

  日期：2006.9.1

  Glyoxal bishydrazones 1 and pyridyl-hydrazone 2b were prepared and examined as a ligand for the Mizoroki-Heck cross-coupling reaction of aryl halides and olefin. We found that PdCl2(MeCN)(2)/hydrazone ligand 1e was a phosphine-free efficient catalyst system for a variety of substrates to produce the Mizoroki-Heck coupling products in good yields.
• Phosphine-Free Hydrazone−Pd Complex as the Catalyst Precursor for a Suzuki−Miyaura Reaction under Mild Aerobic Conditions
  作者：Takashi Mino、Yoshiaki Shirae、Masami Sakamoto、Tsutomu Fujita

  DOI：10.1021/jo048107i

  日期：2005.3.1

  Glyoxal bis(N-methyl-N-phenylhydrazone) (1) and its related compounds such as 2-pyridine-carboxaldehyde N-methyl-N-phenylhydrazone (3) were prepared and examined as ligands for the Suzuki-Miyaura cross-coupling reaction of aryl halides and arylboronic acids. We found phosphine-free catalysts, such as Pd(OAc)(2)/hydrazone ligand 1 or 3, to be efficient catalysts for a variety of substrates to produce the coupling products in good yields.