(1S)-[(η(6)-5-isopropyl-2-methylphenol)(η(5)-pentamethylcyclopentadienyl)ruthenium(II)] trifluoromethanesulfonate | 157076-57-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1S)-[(η(6)-5-isopropyl-2-methylphenol)(η(5)-pentamethylcyclopentadienyl)ruthenium(II)] trifluoromethanesulfonate
• 英文别名: 2-methyl-5-propan-2-ylphenol;1,2,3,4,5-pentamethylcyclopenta-1,3-diene;ruthenium(2+);trifluoromethanesulfonate
• CAS: 157076-57-8
• 化学式: CF₃O₃S*C₂₀H₂₉ORu
• 分子量: 535.59
• InChiKey: PLFPIVJZJAWHFP-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.82
• 重原子数：
  30
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  85.8
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1S)-[(η(6)-5-isopropyl-2-methylphenol)(η(5)-pentamethylcyclopentadienyl)ruthenium(II)] trifluoromethanesulfonate 、 二苯基氯化膦 以 乙醚 为溶剂， 以80%的产率得到(1S)-[(η(6)-(diphenylphosphinito)-5-isopropyl-2-methyl phenolate)(η(5)-pentamethylcyclopentadienyl)ruthenium(II)] chloride
  参考文献：
  名称：

  Planar Chiral Cp*Ru Complexes. 2.¹ Bis(allyl) and -(arene) Complexes Derived from (R)-Carvone

  摘要：

  Reaction of [Cp*RuOMe](2) (1) with either enantiomer of the naturally occurring ketonic diterpene carvone or the trimethylsilyl enolate derived thereof leads to homochiral Cp*Ru-pi-complexes 6-9, where the Cp*Ru moiety is bound to either the exocyclic double bond or an allyl function derived from it as well as to an enone or ene system in the ring. Full aromatization of the cyclic enone under the same reaction conditions was achieved with 7,8-dihydrocarbone or its trimethylsilyl enolate, respectively, giving complexes 13 and 14. The carvacrole complex 14 (and consequently also 13) is shown by the NMR spectra of the diasteroisomers obtained through derivatization with (S)-camphorsulfonic acid to be homochiral, thus, central chirality of the carvone has been fully transformed into planar chirality of the carvacrole complex. Compounds 6, 7 . BFB4 7 . CF3SO3, and 8 . CF3SO3, and 14 . CF3SO3 where characterized by single-crystal X-ray analysis, which allowed for the determination of the absolute configuration of the latter.

  DOI：

  10.1021/om960961f
• 作为产物：
  描述：

  (5R)-(η(5)-5-isopropyl-2-methyl-1-oxocyclohexadienyl)(η(5)-pentamethylcyclopentadienyl)ruthenium(II) 、 三氟甲磺酸 以 丙酮 为溶剂， 以95%的产率得到(1S)-[(η(6)-5-isopropyl-2-methylphenol)(η(5)-pentamethylcyclopentadienyl)ruthenium(II)] trifluoromethanesulfonate
  参考文献：
  名称：

  Planar Chiral Cp*Ru Complexes. 2.¹ Bis(allyl) and -(arene) Complexes Derived from (R)-Carvone

  摘要：

  Reaction of [Cp*RuOMe](2) (1) with either enantiomer of the naturally occurring ketonic diterpene carvone or the trimethylsilyl enolate derived thereof leads to homochiral Cp*Ru-pi-complexes 6-9, where the Cp*Ru moiety is bound to either the exocyclic double bond or an allyl function derived from it as well as to an enone or ene system in the ring. Full aromatization of the cyclic enone under the same reaction conditions was achieved with 7,8-dihydrocarbone or its trimethylsilyl enolate, respectively, giving complexes 13 and 14. The carvacrole complex 14 (and consequently also 13) is shown by the NMR spectra of the diasteroisomers obtained through derivatization with (S)-camphorsulfonic acid to be homochiral, thus, central chirality of the carvone has been fully transformed into planar chirality of the carvacrole complex. Compounds 6, 7 . BFB4 7 . CF3SO3, and 8 . CF3SO3, and 14 . CF3SO3 where characterized by single-crystal X-ray analysis, which allowed for the determination of the absolute configuration of the latter.

  DOI：

  10.1021/om960961f