Journal of Organic Chemistry p. 4460 - 4466 (1986)
Update date:2022-08-03
Topics:
Krespan, Carl G.
Dixon, David A.
Insertion of sulfur trioxide into allylic C-F bonds of both terminal and internal fluoro olefins is shown to form the most stable olefinic products.A mechanism involving fluoroallyl cations as intermediates is proposed.State-of-the-art ab initio calculations of the ground-state energies for two isomeric unsaturated fluoro ethers establish the slightly greater stability (5.7 kcal/mol) of a vinyl ether over the corresponding fluoro olefin.A description of the optimized geometries of these molecules is also presented.
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