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13C n.m.r. spectra of some thiobenzamides. Correlation between 13C and 1H n.m.r. spectra and signal assignments of syn and anti CH2 groups

par Piccinni Leopardi, Carla ;Fabre, Olivier;Zimmermann, Daniel ;Reisse, Jacques ;Cornea, Felicia;Fulea, C.
Référence Organic Magnetic Resonance, 8, 10, page (536-538)
Publication Publié, 1976

Article révisé par les pairs

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Résumé :

13C n.m.r. spectra of a series of N,N‐disubstituted thioamides have been recorded and signal assignments were performed. Separate signals are observed for methylene groups fixed on the nitrogen atom. Since the carbon atom syn to the thiocarbonyl sulfur resonates at higher field than the anti carbon, the syn‐anti assignment in 1H n.m.r. is easily obtained by selective double irradiation. This method, which is rapid and reliable, affords a rather general solution to the interesting problem of resonance assignments in tertiary amides and thioamides (and in analogous molecules such as oximes and nitrosamines). Copyright © 1976 Heyden & Son Ltd.