1-phenyl-2-[(E)-2-phenylethenyl]phosphindole 1-oxide | 1450624-99-3

• 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: 1-phenyl-2-[(E)-2-phenylethenyl]phosphindole 1-oxide
• CAS: 1450624-99-3
• 化学式: C₂₂H₁₇OP
• 分子量: 328.35
• InChiKey: HJJHXDNSGFSOMD-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• 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：

  β-溴苯乙烯 、 2-(tributylstannyl)benzo[b]phosphole P-oxide 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 26.0h， 以54%的产率得到1-phenyl-2-[(E)-2-phenylethenyl]phosphindole 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.