(R_P)-(-)-(2-methoxyphenyl)-P-phenyl-P-(2'-diphenylphosphino)ethylphosphine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R_P)-(-)-(2-methoxyphenyl)-P-phenyl-P-(2'-diphenylphosphino)ethylphosphine
• 英文别名: (R)-2-diphenylphosphanylethyl-(2-methoxyphenyl)-phenylphosphane
• 化学式: C₂₇H₂₆OP₂
• 分子量: 428.45
• InChiKey: BIXFFKZZXQARPO-SSEXGKCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  乙烯基-锂 、 (2R,4S,5R)-(+)-2,5-diphenyl-3,4-dimethyl-1,3,2-oxazaphospholidine-2-borane 、 lithium diphenylphosphide 、 2-methoxyphenyllithium 在 dimethyl sulfide borane 、 硫酸 、 二乙胺 作用下， 生成 (R_P)-(-)-(2-methoxyphenyl)-P-phenyl-P-(2'-diphenylphosphino)ethylphosphine
  参考文献：
  名称：

  A chelating diphosphine with a single stereogenic phosphorus atom; RP or SP-(2-methoxyphenyl)-P-phenyl-P-(2′-diphenylphosphino)ethylphosphine

  摘要：

  A synthesis of the title diphosphine is described, in which the key step is a Michael addition of lithium diphenylphosphide to a vinylphosphineborane 9, itself formed by stereospecific ring opening of the ephedrine-derived oxazaphospholidine borane by reaction with vinyl lithium. The resulting phosphinamide 11 can be further elaborated to the desired product R-5 in 96% e.e., superior to that obtained in a parallel synthesis involving the vinylphosphine oxide 1 In the latter case enantiomerically pure S-product can be obtained by recrystallisation of palladium complex 7 and recovery of the diphosphine by displacement with KCN.

  DOI：

  10.1016/s0957-4166(00)86279-5

文献信息

• A chelating diphosphine with a single stereogenic phosphorus atom; RP or SP-(2-methoxyphenyl)-P-phenyl-P-(2′-diphenylphosphino)ethylphosphine
  作者：James A. Ramsden、John M. Brown、Michael B. Hursthouse、A.I. Karalulov

  DOI：10.1016/s0957-4166(00)86279-5

  日期：1994.10

  A synthesis of the title diphosphine is described, in which the key step is a Michael addition of lithium diphenylphosphide to a vinylphosphineborane 9, itself formed by stereospecific ring opening of the ephedrine-derived oxazaphospholidine borane by reaction with vinyl lithium. The resulting phosphinamide 11 can be further elaborated to the desired product R-5 in 96% e.e., superior to that obtained in a parallel synthesis involving the vinylphosphine oxide 1 In the latter case enantiomerically pure S-product can be obtained by recrystallisation of palladium complex 7 and recovery of the diphosphine by displacement with KCN.