(Ξ^P,1R,2S)-2-N-Methyl-N-(methylphenylphosphino)-2-amino-1-phenyl-1-(diphenylphosphinoxy)propane

• 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: (Ξ^P,1R,2S)-2-N-Methyl-N-(methylphenylphosphino)-2-amino-1-phenyl-1-(diphenylphosphinoxy)propane
• 英文别名: (1R,2S)-1-diphenylphosphanyloxy-N-methyl-N-[methyl(phenyl)phosphanyl]-1-phenylpropan-2-amine
• 化学式: C₂₉H₃₁NOP₂
• 分子量: 471.519
• InChiKey: XQVUYESZBVFWQV-QRMFECHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  双(二乙胺)苯膦 在 二乙胺 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 甲苯 为溶剂， 反应 45.0h， 生成 (Ξ^P,1R,2S)-2-N-Methyl-N-(methylphenylphosphino)-2-amino-1-phenyl-1-(diphenylphosphinoxy)propane
  参考文献：
  名称：

  Application of P-Stereogenic Aminophosphine Phosphinite Ligands in Asymmetric Hydroformylation

  摘要：

  New chiral aminophosphine phosphinite ligands with a stereogenic center at the aminophosphine phosphorus atom were prepared based on (R,S)-ephedrine as the chiral auxiliary and backbone. Substituents at the chiral aminophosphine as well as at the phosphinite phosphorus atom were varied. These new ligands were applied to the rhodium-catalyzed asymmetric hydroformylation of vinyl arenes, The enantiomeric excess reached up to 77%. H-1 and P-31 NMR studies of the Rh complexes under syngas pressure reveal that [HRh(CO)(2)((PP)-P-boolean AND)] complexes with the NP* moiety in an axial position are responsible for enantioselectivity.

  DOI：

  10.1002/(sici)1521-3765(20000417)6:8<1496::aid-chem1496>3.0.co;2-8
• 作为试剂：
  描述：

  乙酸乙烯酯 、 一氧化碳 在 acetylacetonatodicarbonylrhodium(l) 、 (Ξ^P,1R,2S)-2-N-Methyl-N-(methylphenylphosphino)-2-amino-1-phenyl-1-(diphenylphosphinoxy)propane 氢气 作用下， 以 甲苯 为溶剂， 40.0 ℃ 、2.0 MPa 条件下， 反应 20.0h， 生成 1-甲酰基乙基乙酸酯 、 3-氧代乙酸丙酯
  参考文献：
  名称：

  Application of P-Stereogenic Aminophosphine Phosphinite Ligands in Asymmetric Hydroformylation

  摘要：

  New chiral aminophosphine phosphinite ligands with a stereogenic center at the aminophosphine phosphorus atom were prepared based on (R,S)-ephedrine as the chiral auxiliary and backbone. Substituents at the chiral aminophosphine as well as at the phosphinite phosphorus atom were varied. These new ligands were applied to the rhodium-catalyzed asymmetric hydroformylation of vinyl arenes, The enantiomeric excess reached up to 77%. H-1 and P-31 NMR studies of the Rh complexes under syngas pressure reveal that [HRh(CO)(2)((PP)-P-boolean AND)] complexes with the NP* moiety in an axial position are responsible for enantioselectivity.

  DOI：

  10.1002/(sici)1521-3765(20000417)6:8<1496::aid-chem1496>3.0.co;2-8

文献信息

• Application of P-Stereogenic Aminophosphine Phosphinite Ligands in Asymmetric Hydroformylation
  作者：Regine Ewalds、Eva B. Eggeling、Alison C. Hewat、Paul C. J. Kamer、Piet W. N. M. van Leeuwen、Dieter Vogt

  DOI：10.1002/(sici)1521-3765(20000417)6:8<1496::aid-chem1496>3.0.co;2-8

  日期：2000.4.17

  New chiral aminophosphine phosphinite ligands with a stereogenic center at the aminophosphine phosphorus atom were prepared based on (R,S)-ephedrine as the chiral auxiliary and backbone. Substituents at the chiral aminophosphine as well as at the phosphinite phosphorus atom were varied. These new ligands were applied to the rhodium-catalyzed asymmetric hydroformylation of vinyl arenes, The enantiomeric excess reached up to 77%. H-1 and P-31 NMR studies of the Rh complexes under syngas pressure reveal that [HRh(CO)(2)((PP)-P-boolean AND)] complexes with the NP* moiety in an axial position are responsible for enantioselectivity.