(+)-(Sp)-1-(methylsulfanyl)-2-(1-hydroxy-1-hexafluoromethylethyl)ferrocene | 887250-55-7

• 英文名称: (+)-(Sp)-1-(methylsulfanyl)-2-(1-hydroxy-1-hexafluoromethylethyl)ferrocene
• 英文别名: [FeCp(η5-C5H3(SMe)(C(CF3)2OH))]
• CAS: 887250-55-7；887250-61-5；887250-60-4
• 化学式: C₁₄H₁₂F₆FeOS
• 分子量: 398.152
• InChiKey: VRYAEQPNODZHFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  二甲基二硫 、 (-)-(Sp,Rc)-1-(toluene-4-sulfinyl)-2-(1-hydroxy-1-hexafluoromethylethyl)ferrocene 在 NaH 、 C(CH₃)3Li 作用下， 以 四氢呋喃 为溶剂， 以64%的产率得到(+)-(Sp)-1-(methylsulfanyl)-2-(1-hydroxy-1-hexafluoromethylethyl)ferrocene
  参考文献：
  名称：

  Preparation of planar chiral ferrocenes containing a fluorous alcohol function

  摘要：

  Ferrocene reacts with hexafluoroacetone trihydrate in refluxing octane to afford > 80% yields of [CpFe(eta(5)-C5H4C(CF3)(2)OH)] (X-ray), carrying out the reactions at 180 degrees C gives an additional 5% yield of [Fe(eta(5)-C5H4C(CF3)(2)OH)(2)] (X-ray). The mono alcohol is lithiated with Bu'OK/Bu"Li/TMEDA affording partial conversion to mixtures of [CpFe(1,2-eta(5)-C5H3C(CF3)(2)OH)(X)] and [Fe(eta(5)-C5H4X)(1,2-eta(5)- C5H3C(CF3)(2)OH)(X)] (X = SMe, CPh2OH) upon reaction with Me2S2 or O=CPh2. For X = CPh2OH both structures are crystallographically characterised. Enantiopure [CpFe(1,2-eta(5)-C5H3C(CF3)(2)OH)(SMe)] can be prepared from (R)-[CpFe(eta(5)-C5H4S(O)C6H4Me)] via [CpFe(1,2-eta(5)-C5H3S(O)C6H4Me)(C(CF3)(2)OH)] (X-ray) or [CpFe(1,2-eta(5)-C5H3S(O)C6H4Me)(SMe)]. Related procedures allow the preparation of [CpFe(1,2-eta(5)-C5H3CPh2OH)(Y)] (Y = SMe, CHO (X-ray), C(CF3)(2)OH) and (CpFe(1,2-eta(5)-C5H3C(CF3)(2)OH)(CHO)]. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2005.05.040