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Perfluoro Allyl Fluorosulfate (FAFS): A Versatile Building Block for New Fluoroallylic Compounds

机译:全氟烯丙基氟代硫酸盐(FAFS):新的氟代烯丙基化合物的多功能构建基块

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摘要

In this study we will present and discuss both the synthesis of CF2=CFCF2OSO2F (perfluoroallyl fluorosulfate, FAFS), focusing in particular on the important role of C3F6/SO3 ratio, reaction temperature and boron catalyst/SO3 ratio on FAFS’ yield and selectivity, as well as a wide variety of ionic and radical reactions possible with FAFS. We focused our attention on reactions of FAFS with aliphatic and aromatic alcohols, acyl halides, halides, H2O2, ketones and radicals whose synthesis and reaction mechanisms will be presented and discussed. Particular attention will be devoted to the novel diallyl-fluoroalkyl peroxide obtained. Factors such as pKa and Lowry and Pearson’s Hard/Soft Acid-Base Theory which determine the selectivity between Addition/Elimination vs. Nucleophilic Substitution reaction mechanisms on FAFS will also be presented and discussed.
机译:在这项研究中,我们将介绍和讨论CF2 = CFCF2OSO2F(全氟烯丙基氟代硫酸盐,FAFS)的合成,尤其着重于C3F6 / SO3比,反应温度和硼催化剂/ SO3比对FAFS产率和选择性的重要作用,以及FAFS可能进行的各种离子和自由基反应。我们将注意力集中在FAFS与脂族和芳族醇,酰基卤,卤化物,H2O2,酮和自由基的反应上,将介绍和讨论它们的合成和反应机理。将特别注意获得的新型二烯丙基-氟代烷基过氧化物。还将介绍和讨论诸如pKa和Lowry和Pearson的硬/软酸碱理论等因素,这些因素决定了FAFS上加成/消除与亲核取代反应机理之间的选择性。

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