Bis(diethylamino)(4-methoxyphenyl)phospine | 311820-22-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Bis(diethylamino)(4-methoxyphenyl)phospine
• 英文别名: N-[diethylamino-(4-methoxyphenyl)phosphanyl]-N-ethylethanamine
• CAS: 311820-22-1
• 化学式: C₁₅H₂₇N₂OP
• 分子量: 282.366
• InChiKey: SSDSQAOBZBSAMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Bis(diethylamino)(4-methoxyphenyl)phospine 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以0.08 g的产率得到
  参考文献：
  名称：

  An Unconventional Synthesis of Dibromophosphines

  摘要：

  Dibromophosphines, RPBr2, are obtained by reaction of tetrabromomethane with 7-substituted 7-phosphanorbornenes in toluene at ca. 100 degrees C. The phosphanorbornenes are obtained in situ by cycloaddition of N-phenylmaleimide with 1-substituted 3,4-di-methylphospholes. The overall reaction sequence shows a good compatibility with functional groups.

  DOI：

  10.1055/s-0033-1339548
• 作为产物：
  描述：

  在 四溴化碳 作用下， 以 甲苯 为溶剂， 反应 3.5h， 生成 Bis(diethylamino)(4-methoxyphenyl)phospine
  参考文献：
  名称：

  An Unconventional Synthesis of Dibromophosphines

  摘要：

  Dibromophosphines, RPBr2, are obtained by reaction of tetrabromomethane with 7-substituted 7-phosphanorbornenes in toluene at ca. 100 degrees C. The phosphanorbornenes are obtained in situ by cycloaddition of N-phenylmaleimide with 1-substituted 3,4-di-methylphospholes. The overall reaction sequence shows a good compatibility with functional groups.

  DOI：

  10.1055/s-0033-1339548

文献信息

• Phosphorus-Chiral Diphosphines as Ligands in Hydroformylation. An Investigation on the Influence of Electronic Effects in Catalysis
  作者：Ulrike Nettekoven、Paul C. J. Kamer、Michael Widhalm、Piet W. N. M. van Leeuwen

  DOI：10.1021/om0004489

  日期：2000.10.1

  The phosphorus-chiral diphosphine 1,1'-bis(1-naphthylphenylphosphino)ferrocene (1a) and its new electronically modified derivatives 1b-d bearing methoxy and/or trifluoromethyl groups in para positions of the phenyl rings were investigated as ligands in rhodium-catalyzed (asymmetric) hydroformylation. Depending on ligand basicity, high-pressure NMR and IR characterization of the respective (diphosphine) rhodium dicarbonyl hydride precursor complexes revealed subtle differences in the occupation of bis-equatorial (ee) and equatorial-apical (ea) coordination geometries. The high ee:fa ratio of the four complexes contrasted with the clear ea preference observed for the related achiral compound dppf (1,1'-bis(diphenylphosphino)ferrocene). In the hydroformylation of styrene the best result (50% ee) was obtained by employing the best pi -acceptor ligand 1c, incorporating two p-trifluoromethyl substituents. Substrate electronic variations using 4-methoxystyrene and 4-chlorostyrene showed a pronounced influence on turnover frequencies, branched/linear aldehyde product ratios, and enantiodiscrimination, whereas in the hydroformylation of 1-octene ligand electronic perturbations did affect only the rate, but not the selectivity of the reaction.