N,N-Dimethyl-4-[2-(naphthalen-2-yl)ethenyl]aniline | 190079-27-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N,N-Dimethyl-4-[2-(naphthalen-2-yl)ethenyl]aniline
• 英文别名: N,N-dimethyl-4-(2-naphthalen-2-ylethenyl)aniline
• CAS: 190079-27-7
• 化学式: C₂₀H₁₉N
• 分子量: 273.378
• InChiKey: RRDADBSXDJUDCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-萘酚 在 4-二甲氨基吡啶 、 1,1'-双(二苯基膦)二茂铁 、 bis(1,5-cyclooctadiene)nickel (0) 、 potassium phosphate 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 55.0h， 生成 N,N-Dimethyl-4-[2-(naphthalen-2-yl)ethenyl]aniline
  参考文献：
  名称：

  Nickel(0)-Catalyzed Heck Cross-Coupling via Activation of Aryl C–OPiv Bonds

  摘要：

  Using a Ni(dppf) catalyst generated in situ, Heck cross-coupling of aryl pivalates with a variety of olefin partners has been accomplished. This method represents one of the first examples of a C C cross-coupling via activation of a strong C-O bond with a nonorganometallic coupling partner. It enables the transformation of phenol-based substrates into styrenyl products without generation of a halogenated byproduct or the use of expensive triflate groups.

  DOI：

  10.1021/ol203322v

文献信息

• Nickel(0)-Catalyzed Heck Cross-Coupling via Activation of Aryl C–OPiv Bonds
  作者：Andrew R. Ehle、Qi Zhou、Mary P. Watson

  DOI：10.1021/ol203322v

  日期：2012.3.2

  Using a Ni(dppf) catalyst generated in situ, Heck cross-coupling of aryl pivalates with a variety of olefin partners has been accomplished. This method represents one of the first examples of a C C cross-coupling via activation of a strong C-O bond with a nonorganometallic coupling partner. It enables the transformation of phenol-based substrates into styrenyl products without generation of a halogenated byproduct or the use of expensive triflate groups.