Aryl Fluoroalkyl Sulfoxides: Optical Stability and pKa Measurement,European Journal of Organic Chemistry

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Aryl Fluoroalkyl Sulfoxides: Optical Stability and pKa Measurement
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2021-07-20 , DOI: 10.1002/ejoc.202100816
Amélia Messara ₁ , Nicolas Vanthuyne ₂ , Patrick Diter ₃ , Mourad Elhabiri ₁ , Armen Panossian ₁ , Gilles Hanquet ₁ , Emmanuel Magnier ₃ , Frédéric R. Leroux ₄

Affiliation

Key properties of chiral aryl fluoroalkyl sulfoxides with strong synthetic potential were studied. After resolution by enantioselective chromatography, their optical stability was investigated by thermal enantiomerization via enantioselective chromatography. Their ΔG values range from 38.2 to 41.0 kcal mol⁻¹ at 214 °C. In addition, the pK_a values of six aryl difluoromethyl sulfoxides were determined via indirect UV-visible spectrophotometric titrations in DMSO and are in the range of 20.3–22.5.

中文翻译：

芳基氟烷基亚砜：光学稳定性和 pKa 测量

研究了具有强大合成潜力的手性芳基氟代烷基亚砜的关键性质。通过对映选择性色谱拆分后，通过对映选择性色谱的热对映异构化来研究它们的光学稳定性。它们的 Δ G值在 214 °C 时为 38.2 至 41.0 kcal mol ^-1。此外，六种芳基二氟甲基亚砜的 p K _a值是通过 DMSO 中的间接紫外-可见分光光度滴定法测定的，其范围为 20.3-22.5。

更新日期：2021-09-27

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