3-bis[3,5-bis(trifluoromethyl)phenyl]phosphanylpropan-1-ol | 343952-47-6

• 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: 3-bis[3,5-bis(trifluoromethyl)phenyl]phosphanylpropan-1-ol
• CAS: 343952-47-6
• 化学式: C₁₉H₁₃F₁₂OP
• 分子量: 516.266
• InChiKey: KVRSKJGNNINAMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.58
• 重原子数：
  33.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  二苯基氯化膦 、 3-bis[3,5-bis(trifluoromethyl)phenyl]phosphanylpropan-1-ol 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以98%的产率得到bis[3,5-bis(trifluoromethyl)phenyl]-(3-diphenylphosphanyloxypropyl)phosphane
  参考文献：
  名称：

  Synthesis of achiral, but unsymmetric, seven-membered rhodium(I)-chelates for hydrogenation in the chiral environment of alkyl polyglucoside micelles

  摘要：

  Chiral rhodium(I) chelates containing a seven-membered ring are well-known active catalysts for the asymmetric hydrogenation of amino acid precursors. A high conformational flexibility allows their enantioselectivity to be strongly influenced by modifiers. Now we show the nature of the counter-ions to have a large influence in apolar solvents. In addition, the presence of micelle forming alkyl polyglycosides as amphiphiles causes a remarkable increase in the enantiomeric excess (%ee). However, on achiral catalysts this enantioselectivity inducing effect scarcely exceeds the standard deviation for the gas chromatographic determination of the enantiomeric ratio. This is also true for the application of unsymmetric P,P'-ligands such as 3-phosphinopropyl-phosphinites or butane-1,4-diyl-bis(phosphines) carrying different P'-aryl groups, for which synthetic routes are given. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00845-7
• 作为产物：
  描述：

  氯二[3,5-二(三氟甲基)苯基]膦 在 lithium aluminium tetrahydride 、 正丁基锂 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 336.0h， 生成 3-bis[3,5-bis(trifluoromethyl)phenyl]phosphanylpropan-1-ol
  参考文献：
  名称：

  Synthesis of achiral, but unsymmetric, seven-membered rhodium(I)-chelates for hydrogenation in the chiral environment of alkyl polyglucoside micelles

  摘要：

  Chiral rhodium(I) chelates containing a seven-membered ring are well-known active catalysts for the asymmetric hydrogenation of amino acid precursors. A high conformational flexibility allows their enantioselectivity to be strongly influenced by modifiers. Now we show the nature of the counter-ions to have a large influence in apolar solvents. In addition, the presence of micelle forming alkyl polyglycosides as amphiphiles causes a remarkable increase in the enantiomeric excess (%ee). However, on achiral catalysts this enantioselectivity inducing effect scarcely exceeds the standard deviation for the gas chromatographic determination of the enantiomeric ratio. This is also true for the application of unsymmetric P,P'-ligands such as 3-phosphinopropyl-phosphinites or butane-1,4-diyl-bis(phosphines) carrying different P'-aryl groups, for which synthetic routes are given. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00845-7