3-methyl-2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethoxy}-2,3-dihydro-1,3,2-benzoxazaphosphole | 921624-75-1

• 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-methyl-2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethoxy}-2,3-dihydro-1,3,2-benzoxazaphosphole
• 英文别名: 3-Methyl-2-[2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethoxy]-1,3,2-benzoxazaphosphole；3-methyl-2-[2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethoxy]-1,3,2-benzoxazaphosphole
• CAS: 921624-75-1
• 化学式: C₁₆H₁₂F₆NO₂P
• 分子量: 395.241
• InChiKey: DMPUOYQNMXEWTQ-UHFFFAOYSA-N

物化性质

• 沸点：
  347.3±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3-methyl-2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethoxy}-2,3-dihydro-1,3,2-benzoxazaphosphole 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 以 二氯甲烷 为溶剂， 以86%的产率得到(π-pentamethylcyclopentadienyl)(3-methyl-2-(2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethoxy)-2,3-dihydro-1,3,2-benzoxazaphosphole)rhodium dichloride
  参考文献：
  名称：

  α-Fluorinated cyclic amidophosphite ligands. Their synthesis, Rh complexes and catalytic activity in the hydroformylation of styrene

  摘要：

  The synthetic approaches to cyclic phosphite and amido(diamido)phosphite ligands bearing the residues of electron withdrawing perfluorinated tails at the beta-position to the phosphorus atom have been elaborated. Catalytic systems based on rhodium complexes of these ligands formed in situ using Rh(CO)(2)(acac) as a catalytic precursor demonstrate high activity in the hydroformylation of styrene along with good selectivity in respect to branched aldehyde. Quantum-chemical calculations proved that both the rate of the formation of branched alkyl complex, as well as its reactivity are influenced by the steric and electronic parameters in the same manner. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.08.098
• 作为产物：
  描述：

  2-甲氨基苯酚 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 3-methyl-2-{2,2,2-trifluoro-1-[3-(trifluoromethyl)phenyl]ethoxy}-2,3-dihydro-1,3,2-benzoxazaphosphole
  参考文献：
  名称：

  α-Fluorinated cyclic amidophosphite ligands. Their synthesis, Rh complexes and catalytic activity in the hydroformylation of styrene

  摘要：

  The synthetic approaches to cyclic phosphite and amido(diamido)phosphite ligands bearing the residues of electron withdrawing perfluorinated tails at the beta-position to the phosphorus atom have been elaborated. Catalytic systems based on rhodium complexes of these ligands formed in situ using Rh(CO)(2)(acac) as a catalytic precursor demonstrate high activity in the hydroformylation of styrene along with good selectivity in respect to branched aldehyde. Quantum-chemical calculations proved that both the rate of the formation of branched alkyl complex, as well as its reactivity are influenced by the steric and electronic parameters in the same manner. (c) 2006 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2006.08.098