Abstract
AbstractThe barriers to rotation about the C(O)N bond for 13 α‐alkyl‐ and α‐halo‐substituted N‐theyl‐N‐methylamides were determined by 1H NMR spectroscopy at coalescence temperature. Plots of Gibbs free energy (ΔG°) and Gibbs energy of activation (ΔG‡) values against Charton's electronic and steric parameters of the α‐carbonyl groups allows the conclusion that both the isomeric preference and the barrier to rotation about the C(O)N bond of the N‐ethyl‐N‐methylamides depend mainly on the steric effect of the α‐carbonyl group.
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