(Z)-3-(1-naphthyl)-2-propyl-2-hexenenitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (Z)-3-(1-naphthyl)-2-propyl-2-hexenenitrile
• 英文别名: (Z)-3-naphthalen-1-yl-2-propylhex-2-enenitrile
• 化学式: C₁₉H₂₁N
• 分子量: 263.382
• InChiKey: LPMDWSYJRZWHTH-MSUUIHNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-辛炔 、 氰基萘 在 bis(1,5-cyclooctadiene)nickel (0) 、 三甲基膦 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以61%的产率得到(Z)-3-(1-naphthyl)-2-propyl-2-hexenenitrile
  参考文献：
  名称：

  Nickel-Catalyzed Arylcyanation of Alkynes

  摘要：

  A nickel catalyst coordinated by trimethylphosphine is found to effect the addition reaction of Ar-CN bonds in aromatic nitriles across alkynes to give rise to various beta-arylalkenenitriles.

  DOI：

  10.1021/ja0448723

文献信息

• Nickel-Catalyzed Arylcyanation of Alkynes
  作者：Yoshiaki Nakao、Shinichi Oda、Tamejiro Hiyama

  DOI：10.1021/ja0448723

  日期：2004.11.1

  A nickel catalyst coordinated by trimethylphosphine is found to effect the addition reaction of Ar-CN bonds in aromatic nitriles across alkynes to give rise to various beta-arylalkenenitriles.
• Palladium-Catalyzed Three-Component Arylcyanation of Internal Alkynes with Aryl Bromides and K₄[Fe(CN)₆]
  作者：Yi-nan Cheng、Zheng Duan、Liujian Yu、Zhongxian Li、Yu Zhu、Yangjie Wu

  DOI：10.1021/ol703018t

  日期：2008.3.1

  The one-pot, palladium-catalyzed, three-component coupling of aryl bromides, internal alkynes, and environmentally friendly K-4[Fe(CN)(6)] provides an efficient and direct method for the preparation of beta-arylalkenylnitriles.
• Arylcyanation of alkynes catalyzed by nickel
  作者：Yoshiaki Nakao、Shinichi Oda、Akira Yada、Tamejiro Hiyama

  DOI：10.1016/j.tet.2006.02.086

  日期：2006.8

  A nickel catalyst prepared from Ni(cod)(2) and PMe3 is found to effect arylcyanation reaction of alkynes. namely cleavage of a C-CN bond of an aryl cyanide followed by addition of each fragment across an alkyne. A wide range of functional groups in aryl cyanides tolerated the catalysis, giving variously functionalized beta-arylalkenenitriles stereoselectively. (c) 2006 Elsevier Ltd. All rights reserved.