1,1-bis(diphenylphosphino)-ethylene monoxide | 1269834-48-1

• 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: 1,1-bis(diphenylphosphino)-ethylene monoxide
• 英文别名: 1,1-bis(diphenylphosphino)ethylene monoxide；1-Diphenylphosphorylethenyl(diphenyl)phosphane
• CAS: 1269834-48-1
• 化学式: C₂₆H₂₂OP₂
• 分子量: 412.408
• InChiKey: FTKLPDFXTJETDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  29
• 可旋转键数：
  6
• 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

• 作为反应物：
  描述：

  bis(acetonitrile)[(R)-1-[1-(dimethylamino)ethyl]naphthalen-2-yl-C,N]palladium(II) perchlorate 、 1,1-bis(diphenylphosphino)-ethylene monoxide 以 二氯甲烷 为溶剂， 以99%的产率得到(R)-1-[(S)-1-[1-(dimethylamino)ethyl]-2-naphthyl-C,N][1,1-bis(diphenylphosphino)-ethylene monoxide-P,O]palladium(II) perchlorate
  参考文献：
  名称：

  Chiral palladacycle promoted asymmetric synthesis of functionalized bis-phosphine monoxide ligand

  摘要：

  An organopalladium complex containing orthometalated (R)-(1-(dimethylamino)ethyl) naphthalene as the chiral auxiliary has been used to promote the asymmetric hydroalkoxylation reactions between weak nucleophile methanol and 1,1-bis(diphenylphosphino)ethylene or 1,1-bis(diphenylphosphino) ethylene monoxide in good regio- and stereo-selectivities in the presence of an external base. The major addition product obtained from methanol and 1,1-bis(diphenylphosphino) ethylene monoxide was subsequently isolated in a quantitative yield in its configurationally pure form and characterized by means of two-dimensional rotating-frame nuclear Overhauser enhancement (ROESY) NMR spectroscopy as well as single crystal X-ray diffraction analysis. The enantiomerically pure bis-phosphine monoxide ligand was subsequently liberated in high yield. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.09.057
• 作为产物：
  描述：

  1,1-双(二苯基膦)乙烯 在 双氧水 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以52%的产率得到1,1-bis(diphenylphosphino)-ethylene monoxide
  参考文献：
  名称：

  Chiral palladacycle promoted asymmetric synthesis of functionalized bis-phosphine monoxide ligand

  摘要：

  An organopalladium complex containing orthometalated (R)-(1-(dimethylamino)ethyl) naphthalene as the chiral auxiliary has been used to promote the asymmetric hydroalkoxylation reactions between weak nucleophile methanol and 1,1-bis(diphenylphosphino)ethylene or 1,1-bis(diphenylphosphino) ethylene monoxide in good regio- and stereo-selectivities in the presence of an external base. The major addition product obtained from methanol and 1,1-bis(diphenylphosphino) ethylene monoxide was subsequently isolated in a quantitative yield in its configurationally pure form and characterized by means of two-dimensional rotating-frame nuclear Overhauser enhancement (ROESY) NMR spectroscopy as well as single crystal X-ray diffraction analysis. The enantiomerically pure bis-phosphine monoxide ligand was subsequently liberated in high yield. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.09.057