The non-equivalence of geminal groups in the low temperature n.m.r. spectra of 2-hydroxy-N,N-dialkylbenzamides and of the ortho-atoms in 1-benzoyl-cis-3,5-dimethylpiperidine is indicative of a non-coplanar conformation with appreciable barriers (ΔG‡ 7–9 kcal mol–1) to rotation around the aryl–C(O) bond.
W. B. Jennings, D. Randall and B. M. Saket, J. Chem. Soc., Chem. Commun., 1982, 508 DOI: 10.1039/C39820000508
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