tert-butylferrocenylmethylsilylium tetrakis(pentafluorophenyl)borate triethylphosphine oxide | 1508252-34-3

• 英文名称: tert-butylferrocenylmethylsilylium tetrakis(pentafluorophenyl)borate triethylphosphine oxide
• CAS: 1508252-34-3
• 化学式: C₂₁H₃₆FeOPSi*C₂₄BF₂₀
• 分子量: 1098.47
• InChiKey: MJUPGSCGUZHMSL-UUDFHTLGSA-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：

  三乙基氧膦 、 cyclohexa-1,3-diene 生成 tert-butylferrocenylmethylsilylium tetrakis(pentafluorophenyl)borate triethylphosphine oxide
  参考文献：
  名称：

  Ferrocene-Stabilized Silicon Cations as Catalysts for Diels–Alder Reactions: Attempted Experimental Quantification of Lewis Acidity and ReactIR Kinetic Analysis

  摘要：

  The Si-29 NMR chemical shifts of ferrocene-stabilized silicon cations span a wide range depending on the substituents at the silicon atom. These pronounced differences in deshielding of the silicon atom do not translate into significant differences in their catalytic activity in Diets-Alder reactions. It was shown by Lewis pair formation with Lewis base probes (Et3PO and pyridine-d(5)) that there is hardly any difference between these silicon cations after coordination to a Lewis base. This finding not only thwarts experimental quantification of the Lewis acidity of the free Lewis acids but also demonstrates that the reactivity differences are largely due to steric effects for a given counteranion. These observations are further verified by a ReactIR kinetic analysis. The Lewis acidity of silicon cations and their performance as catalysts cannot be correlated with Si-29 NMR chemical shifts as well as resonances of adducts with Lewis base probes, not even for a subset of silicon Lewis acids.

  DOI：

  10.1021/om401040y