Dynamic (1)H NMR spectroscopic study of the ring inversion in N-sulfonyl morpholines--studies on N-S interactions

• Published in: Journal of organic chemistry Vol. 74; no. 13; pp. 4740 - 4746
• Main Authors: Modarresi-Alam, Ali Reza, Amirazizi, Homeyra Alsadat, Bagheri, Hajar, Bijanzadeh, Hamid-Reza, Kleinpeter, Erich
• Format: Journal Article
• Language: English
• Published: United States 03.07.2009
• Subjects: Crystallography, X-Ray; Magnetic Resonance Spectroscopy; Molecular Conformation; Molecular Structure; Morpholines - chemistry; Stereoisomerism; Structure-Activity Relationship; Sulfonamides - chemistry

The effect of the exocyclic conjugation, via d-p orbital interaction and/or negative hyperconjugation (anomeric effect) of the N-S bond, on the inversion of the morpholine ring in some N-arylsulfonyl morpholines is studied by variable-temperature (1)H NMR spectroscopy in different solvents. The obse...