(E)-N-methyl-N-<2-(1-naphthyl)ethenyl>acetamide | 141171-92-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (E)-N-methyl-N-<2-(1-naphthyl)ethenyl>acetamide
• 英文别名: N-methyl-N-[(E)-2-naphthalen-1-ylethenyl]acetamide
• CAS: 141171-92-8
• 化学式: C₁₅H₁₅NO
• 分子量: 225.29
• InChiKey: GCLFOLXKBRHKCN-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-甲基-N-乙烯基乙酰胺 、 1-萘基三氟甲磺酸酯 在 palladium diacetate 、 新铜试剂 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以94%的产率得到N-methyl-N-<1-(1-naphthyl)ethenyl>acetamide
  参考文献：
  名称：

  1,10-Phenanthroline derivatives: a new ligand class in the Heck reaction. Mechanistic aspects

  摘要：

  Mechanistic studies concerning the use of 1,10-phenanthroline derivatives as palladium ligands in the Heck reaction are described. The work is focused on the steering factors for the coordination of unsaturated systems onto palladium(0) and palladium(II) complexes.

  DOI：

  10.1021/jo00078a021

文献信息

• Palladium-catalyzed arylation of unsymmetrical olefins. Bidentate phosphine ligand controlled regioselectivity
  作者：Walter Cabri、Ilaria Candiani、Angelo Bedeschi、Roberto Santi

  DOI：10.1021/jo00039a011

  日期：1992.6

  The palladium-catalyzed arylation of several unsymmetrical olefins by aryl triflates in the presence of bidentate phosphine ligands is described. The use of these ligands increases the influence that electronic factors have in determining regioselectivity of the reaction. The catalyst performances allow a revisiting of the scheme that describes the regioselectivity outcome in Heck-type reactions. Furthermore, a general mechanism for the palladium-catalyzed arylation of olefins is proposed.
• 1,10-Phenanthroline derivatives: a new ligand class in the Heck reaction. Mechanistic aspects
  作者：Walter Cabri、Ilaria Candiani、Angelo Bedeschi、Roberto Santi

  DOI：10.1021/jo00078a021

  日期：1993.12

  Mechanistic studies concerning the use of 1,10-phenanthroline derivatives as palladium ligands in the Heck reaction are described. The work is focused on the steering factors for the coordination of unsaturated systems onto palladium(0) and palladium(II) complexes.