(1,1-Diphenyl-4-phenylselanylbut-1-en-2-yl)benzene | 871916-77-7

• 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: (1,1-Diphenyl-4-phenylselanylbut-1-en-2-yl)benzene
• CAS: 871916-77-7
• 化学式: C₂₈H₂₄Se
• 分子量: 439.459
• InChiKey: PNCPARMWMIKTLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.48
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (1,1-Diphenyl-4-phenylselanylbut-1-en-2-yl)benzene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以76%的产率得到1,1,2-三苯基-丁-1,3-二烯
  参考文献：
  名称：

  Palladium-Catalyzed Cross-Coupling Reactions of 2-Iodo-4-(phenylchalcogenyl)-1-butenes

  摘要：

  2-Iodo-4-(phenylchalcogenyl)-1-butenes 2 or 3, which are derived from the ring-opening reaction of methylenecyclopropanes (MCPs) I by iodine, can be applied to some palladium-catalyzed cross-coupling reactions such as the Sonogashira, Heck, Kumada, Suzuki, and Negisbi reactions under mild conditions to give the corresponding coupling products in good yields. These reactions proceeded smoothly at room temperature (20 degrees C) in most cases without any phosphine ligand and additive. The phenylchalcogenyl group plays an important role in the reactions and a plausible reaction mechanism has been proposed.

  DOI：

  10.1021/jo051709x
• 作为产物：
  描述：

  1,1-diphenyl-2-iodo-4-(phenylselenyl)-1-butene 、 苯硼酸 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以82%的产率得到(1,1-Diphenyl-4-phenylselanylbut-1-en-2-yl)benzene
  参考文献：
  名称：

  Palladium-Catalyzed Cross-Coupling Reactions of 2-Iodo-4-(phenylchalcogenyl)-1-butenes

  摘要：

  2-Iodo-4-(phenylchalcogenyl)-1-butenes 2 or 3, which are derived from the ring-opening reaction of methylenecyclopropanes (MCPs) I by iodine, can be applied to some palladium-catalyzed cross-coupling reactions such as the Sonogashira, Heck, Kumada, Suzuki, and Negisbi reactions under mild conditions to give the corresponding coupling products in good yields. These reactions proceeded smoothly at room temperature (20 degrees C) in most cases without any phosphine ligand and additive. The phenylchalcogenyl group plays an important role in the reactions and a plausible reaction mechanism has been proposed.

  DOI：

  10.1021/jo051709x

文献信息

• Palladium-Catalyzed Cross-Coupling Reactions of 2-Iodo-4-(phenylchalcogenyl)-1-butenes
  作者：Min Shi、Le-Ping Liu、Jie Tang

  DOI：10.1021/jo051709x

  日期：2005.12.1

  2-Iodo-4-(phenylchalcogenyl)-1-butenes 2 or 3, which are derived from the ring-opening reaction of methylenecyclopropanes (MCPs) I by iodine, can be applied to some palladium-catalyzed cross-coupling reactions such as the Sonogashira, Heck, Kumada, Suzuki, and Negisbi reactions under mild conditions to give the corresponding coupling products in good yields. These reactions proceeded smoothly at room temperature (20 degrees C) in most cases without any phosphine ligand and additive. The phenylchalcogenyl group plays an important role in the reactions and a plausible reaction mechanism has been proposed.