Beilstein J. Org. Chem.2020,16, 2623–2635, doi:10.3762/bjoc.16.213
such as hydrodefluorinations and dehydrofluorinations were observed, followed by hydroarylation and Friedel–Crafts-type reactions under mild conditions.
Keywords: aluminum fluoride; C–F bond activation; dehydrofluorination; hydrodefluorination; hydrofluorocarbons; Introduction
Hydrofluorocarbons
HSiEt3 as a hydrogen source to produce, in the presence of benzene as the solvent, Friedel–Crafts products as main compounds [47]. In contrast, the hydrodefluorination products were generated in the absence of benzene. Thermodynamically, the generation of strong H–F, Al–F, or Si–F bonds can enforce an
activation of C–F bonds under mild conditions, and hence the addition of the silane HSiEt3 as a hydrogen source [27][48][49]. More recently, ACF was shown to efficiently convert the fluoroalkenes HFO-1234yf (1) and HFO-1234ze (4a) in the presence of the hydrogen source HSiEt3 into the hydrodefluorination or
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Graphical Abstract
Scheme 1:
Reactivity of tetrafluoropropanes HFO-1234yf (1) (top) and HFO-1234ze (4a) (bottom) in the presence...