2-[2-(2-Naphthalen-2-ylphenyl)phosphonoylphenyl]naphthalene | 1419178-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[2-(2-Naphthalen-2-ylphenyl)phosphonoylphenyl]naphthalene
• 英文别名: 2-[2-(2-naphthalen-2-ylphenyl)phosphonoylphenyl]naphthalene
• CAS: 1419178-69-0
• 化学式: C₃₂H₂₃OP
• 分子量: 454.508
• InChiKey: AOKNEGOWYPFFCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• 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

• 作为反应物：
  描述：

  2-[2-(2-Naphthalen-2-ylphenyl)phosphonoylphenyl]naphthalene 在 三氯硅烷 、 palladium diacetate 、 N,N-二甲基苯胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 22.0h， 生成 5-(2-Naphthalen-2-ylphenyl)naphtho[2,3-b]phosphindole
  参考文献：
  名称：

  Palladium-Catalyzed Synthesis of a Phosphine Oxide with a Chiral Phosphorus Center via C-H Phosphination

  摘要：

  A new phosphine oxide with a chiral phosphine center was synthesized from a bis(biphenyl)phosphine oxide by dehydrogenative intramolecular cyclization via P-H and C-H bond activation under palladium catalysis. The absolute configuration of one enantiomer of the phosphine oxide was determined by single crystal X-ray structure analysis. By reducing the phosphine oxide, the corresponding phosphine, which also has a chiral center, was produced. The phosphine compounds could be optically resolved by chiral HPLC column chromatography.

  DOI：

  10.3987/com-12-12595
• 作为产物：
  描述：

  2-(2-溴苯基)萘 在 水 、 碘 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 4.17h， 生成 2-[2-(2-Naphthalen-2-ylphenyl)phosphonoylphenyl]naphthalene
  参考文献：
  名称：

  Palladium-Catalyzed Synthesis of a Phosphine Oxide with a Chiral Phosphorus Center via C-H Phosphination

  摘要：

  A new phosphine oxide with a chiral phosphine center was synthesized from a bis(biphenyl)phosphine oxide by dehydrogenative intramolecular cyclization via P-H and C-H bond activation under palladium catalysis. The absolute configuration of one enantiomer of the phosphine oxide was determined by single crystal X-ray structure analysis. By reducing the phosphine oxide, the corresponding phosphine, which also has a chiral center, was produced. The phosphine compounds could be optically resolved by chiral HPLC column chromatography.

  DOI：

  10.3987/com-12-12595

文献信息

• Palladium-Catalyzed Synthesis of a Phosphine Oxide with a Chiral Phosphorus Center via C-H Phosphination
  作者：Yoichiro Kuninobu、Kazuhiko Takai、Kazuki Origuchi

  DOI：10.3987/com-12-12595

  日期：——

  A new phosphine oxide with a chiral phosphine center was synthesized from a bis(biphenyl)phosphine oxide by dehydrogenative intramolecular cyclization via P-H and C-H bond activation under palladium catalysis. The absolute configuration of one enantiomer of the phosphine oxide was determined by single crystal X-ray structure analysis. By reducing the phosphine oxide, the corresponding phosphine, which also has a chiral center, was produced. The phosphine compounds could be optically resolved by chiral HPLC column chromatography.