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Anwendung der NMR-Spektroskopie chiraler Assoziate 11: Rotation about the C(sp²)—C(aryl) Bond in 2,6-Difluorobenzamides Studied by ¹⁹F NMR

Holǐk, M. ; Turečková, M. ; Mannschreck, Albrecht ; Stühler, G.



Abstract

The energy barrier to rotation about the C(sp2)C(aryl) single bond in non-planar N,N-dimethyl-, N,N-tetramethylene-, N,N-diisopropyl-2,6-difluorobenzamides and in N,N-dimethyl-2-chloro-6-fluorobenzamide was investigated by 19F{1H} NMR in the presence of an optically active shift reagent. The free energy of activation was calculated from the coalescence temperature of the fluorine signals; the ...

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