2-[(E)-2-naphthalen-1-ylethenyl]-1-phenylphosphindole 1-oxide | 1450625-01-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[(E)-2-naphthalen-1-ylethenyl]-1-phenylphosphindole 1-oxide
• CAS: 1450625-01-0
• 化学式: C₂₆H₁₉OP
• 分子量: 378.41
• InChiKey: IRKJKHOXQLPZGM-ISLYRVAYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-乙烯萘 、 2-bromobenzo[b]phosphole P-oxide 在 四丁基氯化铵 、 sodium acetate 、 palladium diacetate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 以33%的产率得到2-[(E)-2-naphthalen-1-ylethenyl]-1-phenylphosphindole 1-oxide
  参考文献：
  名称：

  Synthesis of 2-Alkenyl- and 2-Alkynyl-benzo[b]phospholes by Using Palladium-Catalyzed Cross-Coupling Reactions

  摘要：

  Heck, Stille, and Sonogashira reactions of 2-bromobenzo[b]phosphole P-oxide afforded a series of 2-alkenyl- and 2-alkynyl-benzo[b]phosphole P-oxides. The charge-transfer character of the new benzo[b]phosphole pi-systems in the excited state is enhanced by the terminal electron-donating substituents. Furthermore, the C-Sn cross-coupling of the bromide was applied to the facile synthesis of a new Stille-coupling precursor, 2-stannylbenzo[b]phosphole.

  DOI：

  10.1021/ol401994e

文献信息

• Synthesis of 2-Alkenyl- and 2-Alkynyl-benzo[<i>b</i>]phospholes by Using Palladium-Catalyzed Cross-Coupling Reactions
  作者：Yoshihiro Matano、Yukiko Hayashi、Kayo Suda、Yoshifumi Kimura、Hiroshi Imahori

  DOI：10.1021/ol401994e

  日期：2013.9.6

  Heck, Stille, and Sonogashira reactions of 2-bromobenzo[b]phosphole P-oxide afforded a series of 2-alkenyl- and 2-alkynyl-benzo[b]phosphole P-oxides. The charge-transfer character of the new benzo[b]phosphole pi-systems in the excited state is enhanced by the terminal electron-donating substituents. Furthermore, the C-Sn cross-coupling of the bromide was applied to the facile synthesis of a new Stille-coupling precursor, 2-stannylbenzo[b]phosphole.