(E)-2-methyl-4-phenylpent-3-enenitrile

• 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: (E)-2-methyl-4-phenylpent-3-enenitrile
• 化学式: C₁₂H₁₃N
• 分子量: 171.242
• InChiKey: DFVAPHBYTFZCJP-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  氢氰酸 、 1-[(1E)-1-甲基-1,3-丁二烯基]苯 在 (1R,2R)-1,2-cyclohexene bis(diphenylphosphinite) 、 bis(1,5-cyclooctadiene)nickel (0) 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以32%的产率得到(E)-2-methyl-4-phenylpent-3-enenitrile
  参考文献：
  名称：

  Nickel(0)-Catalyzed Asymmetric Hydrocyanation of 1,3-Dienes

  摘要：

  1,2-Bis-diarylphosphinites are excellent ligands for the Ni(0)-catalyzed hydrocyanation of certain types of 1,3-dienes. 1-Phenyl-1,3-butadiene,1-vinyl-3,4-dihydronaphthalene, and 1-vinylindene undergo highly regioselective hydrocyanation under ambient conditions to give exclusively the 1,2-adducts in good to excellent yields. Using bis-1,2-diarylphosphinites derived from D-glucose, the highest enantioselectivities to-date for asymmetric hydrocyanation of 1,3-dienes (70-83% ee's) have been obtained.

  DOI：

  10.1021/ol062002f

文献信息

• Nickel(0)-Catalyzed Asymmetric Hydrocyanation of 1,3-Dienes
  作者：Biswajit Saha、T. V. RajanBabu

  DOI：10.1021/ol062002f

  日期：2006.9.1

  1,2-Bis-diarylphosphinites are excellent ligands for the Ni(0)-catalyzed hydrocyanation of certain types of 1,3-dienes. 1-Phenyl-1,3-butadiene,1-vinyl-3,4-dihydronaphthalene, and 1-vinylindene undergo highly regioselective hydrocyanation under ambient conditions to give exclusively the 1,2-adducts in good to excellent yields. Using bis-1,2-diarylphosphinites derived from D-glucose, the highest enantioselectivities to-date for asymmetric hydrocyanation of 1,3-dienes (70-83% ee's) have been obtained.