3-(2-(Trifluoromethyl)phenyl)cyclopentanone | 1341522-66-4

• 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-(2-(Trifluoromethyl)phenyl)cyclopentanone
• 英文别名: 3-[2-(trifluoromethyl)phenyl]cyclopentan-1-one
• CAS: 1341522-66-4
• 化学式: C₁₂H₁₁F₃O
• 分子量: 228.214
• InChiKey: ZOSWQFAFQLAGCT-UHFFFAOYSA-N

物化性质

• 沸点：
  281.9±40.0 °C(Predicted)
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-环戊烯酮 、 2-(三氟甲基)苯硼酸 在 C₅₆H₄₄N₄⁽²⁺⁾*2CF₃O₃S^(1-) 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 以16%的产率得到3-(2-(Trifluoromethyl)phenyl)cyclopentanone
  参考文献：
  名称：

  Convenient in situ generation of a chiral bis-N-heterocyclic carbene palladium catalyst and its application in enantioselective synthesis

  摘要：

  To simplify catalytic reactions employing chelating bisNHC-metal complexes, studies were conducted to elucidate conditions for the in situ generation of a chiral chelating bisNHC-palladium catalyst from the corresponding diimidazolium salt. The method provides a convenient entry to catalytic reactions and eliminates catalyst preparation steps. In addition to the in situ prepared catalyst, for comparative purposes, isolable species were synthesized and characterized by NMR spectroscopy, combustion analysis, and single-crystal X-ray diffraction. Employing C-2-symmetric ligands derived from trans-9,10-Dihydro-9,10-EthanoAnthracene-11,12-diyl (DEA) and trans-9,10-Dihydro-9,10-EthanoAnthracene-11,12-diyl-Methanediyl (DEAM), diNHC-Pd complexes were synthesized and tested for activity in enantioselective arylboronic acid addition to cyclic enones. Published by Elsevier Ltd.

  DOI：

  10.1016/j.poly.2012.07.046

文献信息

• Convenient in situ generation of a chiral bis-N-heterocyclic carbene palladium catalyst and its application in enantioselective synthesis
  作者：Amrita B. Mullick、Matthew S. Jeletic、Andrew R. Powers、Ion Ghiviriga、Khalil A. Abboud、Adam S. Veige

  DOI：10.1016/j.poly.2012.07.046

  日期：2013.3

  To simplify catalytic reactions employing chelating bisNHC-metal complexes, studies were conducted to elucidate conditions for the in situ generation of a chiral chelating bisNHC-palladium catalyst from the corresponding diimidazolium salt. The method provides a convenient entry to catalytic reactions and eliminates catalyst preparation steps. In addition to the in situ prepared catalyst, for comparative purposes, isolable species were synthesized and characterized by NMR spectroscopy, combustion analysis, and single-crystal X-ray diffraction. Employing C-2-symmetric ligands derived from trans-9,10-Dihydro-9,10-EthanoAnthracene-11,12-diyl (DEA) and trans-9,10-Dihydro-9,10-EthanoAnthracene-11,12-diyl-Methanediyl (DEAM), diNHC-Pd complexes were synthesized and tested for activity in enantioselective arylboronic acid addition to cyclic enones. Published by Elsevier Ltd.