2-methyl-4-(1-naphthyl)-2,4-pentadiene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methyl-4-(1-naphthyl)-2,4-pentadiene
• 英文别名: 1-(4-Methylpenta-1,3-dien-2-yl)naphthalene
• 化学式: C₁₆H₁₆
• 分子量: 208.303
• InChiKey: GUNBFJYCSHTOPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-碘萘 、 2,2-dimethyl-1-phenyl-3,4-pentadien-1-ol 在 四(三苯基膦)钯 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以90%的产率得到2-methyl-4-(1-naphthyl)-2,4-pentadiene
  参考文献：
  名称：

  Decarbopalladation of π-Allylpalladium Intermediates Formed from Palladium-Catalyzed Arylations of 3-Allen-1-ols

  摘要：

  Unusual palladium-catalyzed arylative fragments of acyclic 3-alien-1-ols were observed. Oxidative addition of Pd(0) to aryl halides would form the arylpalladium halides, which added to the central carbon of allenes via carbopalladation to form the pi-allylpalladium intermediates. The pi-allylpalladium intermediates would be reductively eliminated via carbon-carbon cleavage to give the arylated dienes and the alpha-hydroxyalkylpalladium intermediates, which were further reductively eliminated to the corresponding aldehydes.

  DOI：

  10.1021/ol026659m

文献信息

• Decarbopalladation of π-Allylpalladium Intermediates Formed from Palladium-Catalyzed Arylations of 3-Allen-1-ols
  作者：Chang Ho Oh、Seung Hyun Jung、Su Youn Bang、Dai In Park

  DOI：10.1021/ol026659m

  日期：2002.9.1

  Unusual palladium-catalyzed arylative fragments of acyclic 3-alien-1-ols were observed. Oxidative addition of Pd(0) to aryl halides would form the arylpalladium halides, which added to the central carbon of allenes via carbopalladation to form the pi-allylpalladium intermediates. The pi-allylpalladium intermediates would be reductively eliminated via carbon-carbon cleavage to give the arylated dienes and the alpha-hydroxyalkylpalladium intermediates, which were further reductively eliminated to the corresponding aldehydes.