(-)-{(S)-6,6'-bis[(trimethylsilyl)oxy][1,1'-biphenyl]-2,2'-diyl}bis[diphenylphosphine]

• 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: (-)-{(S)-6,6'-bis[(trimethylsilyl)oxy][1,1'-biphenyl]-2,2'-diyl}bis[diphenylphosphine]
• 英文别名: [2-(2-Diphenylphosphanyl-6-trimethylsilyloxyphenyl)-3-trimethylsilyloxyphenyl]-diphenylphosphane；[2-(2-diphenylphosphanyl-6-trimethylsilyloxyphenyl)-3-trimethylsilyloxyphenyl]-diphenylphosphane
• 化学式: C₄₂H₄₄O₂P₂Si₂
• 分子量: 698.929
• InChiKey: XJVPQLFDJNGWMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  48
• 可旋转键数：
  11
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (R)-(+)-(6,6′-二甲氧联苯-2,2′-二基)双(二苯基膦) 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 生成 (-)-{(S)-6,6'-bis[(trimethylsilyl)oxy][1,1'-biphenyl]-2,2'-diyl}bis[diphenylphosphine]
  参考文献：
  名称：

  Synthesis of Citronellal by RhI-Catalysed Asymmetric Isomerization ofN,N-Diethyl-Substituted Geranyl- and Nerylamines or Geraniol and Nerol in the Presence of Chiral Diphosphino Ligands, under Homogeneous and Supported Conditions

  摘要：

  For the asymmetric isomerization of geranyl- or neryldiethylamine ((E)- or (Z)-1, resp.) and allyl alcohols geraniol or nerol ((E)- or (Z)-2, resp.) to citronellal (4) in the presence of a [Rh-1(ligand)cydoocta-1,5-diene)](+) catalyst, the atropic ligands 5-11 are compared under homogeneous and polymer-supported conditions with the non-C-2-symmetrical diphosphino ferrocene ligands 12-16. The Bu-t-josiphos ligand 13 or daniphos ligand 19, available in both antipodal series, already catalyse the reaction of (E)-1 at 20 degrees (97% e.e.) and favourably compare with the binap ligand 5 (see Table I). Silica-gel- or polymer-supported diphosphino ligands usually afford similar selectivity as compared to the corresponding ligands applied under homogeneous conditions, but are generally less reactive. In this context, a polymer-supported ligand of interest is the polymer-anchored binap (R)-6, in terms of reactivity, selectivity, and recoverability, with a turnover of more than 14400.

  DOI：

  10.1002/1522-2675(20010131)84:1<230::aid-hlca230>3.0.co;2-v

文献信息

• Synthesis of Citronellal by RhI-Catalysed Asymmetric Isomerization ofN,N-Diethyl-Substituted Geranyl- and Nerylamines or Geraniol and Nerol in the Presence of Chiral Diphosphino Ligands, under Homogeneous and Supported Conditions
  作者：Christian Chapuis、Michel Barthe、Jean-Yves de Saint Laumer

  DOI：10.1002/1522-2675(20010131)84:1<230::aid-hlca230>3.0.co;2-v

  日期：2001.1.31

  For the asymmetric isomerization of geranyl- or neryldiethylamine ((E)- or (Z)-1, resp.) and allyl alcohols geraniol or nerol ((E)- or (Z)-2, resp.) to citronellal (4) in the presence of a [Rh-1(ligand)cydoocta-1,5-diene)](+) catalyst, the atropic ligands 5-11 are compared under homogeneous and polymer-supported conditions with the non-C-2-symmetrical diphosphino ferrocene ligands 12-16. The Bu-t-josiphos ligand 13 or daniphos ligand 19, available in both antipodal series, already catalyse the reaction of (E)-1 at 20 degrees (97% e.e.) and favourably compare with the binap ligand 5 (see Table I). Silica-gel- or polymer-supported diphosphino ligands usually afford similar selectivity as compared to the corresponding ligands applied under homogeneous conditions, but are generally less reactive. In this context, a polymer-supported ligand of interest is the polymer-anchored binap (R)-6, in terms of reactivity, selectivity, and recoverability, with a turnover of more than 14400.