engleski

Enantiomers of sterically hindered n-aryl-4-pyridones: Chromatographic enrichment and thermal interconversion

N-Aryl-4-pyridones 1-6 were synthesized by condensation of the corresponding 4-pyrone with anilines. The enrichment of the enantiomers was achieved by liquid chromatography on triacetylcellulose, enantiomeric purities of (+)-1 and (+)-2 being measured by 1H-NMR in the presence of an optically active auxiliary. Barriers to partial rotation about the C-N bond in 1-4 were determined and compared with corresponding biphenyls.

N-Aryl-4-pyridones ; enrichment of the enantiomers ; Barriers to partial rotation about the C-N bond

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