Premium
Complete 1 H and 13 C NMR spectral assignment of N ‐aralkylsulfonamides, N ‐sulfonyl‐1,2,3,4‐tetrahydroisoquinolines and N ‐sulfonyl‐2,3,4,5‐tetrahydro‐1 H ‐2‐benzazepines. Conformational analysis of N ‐[((3′,4′‐dichlorophenyl)methyl)sulfonyl]‐3‐methyl‐2,3,4,5‐tetrahydro‐1 H ‐2‐benzazepin
Author(s) -
Jios Jorge L.,
Romanelli Gustavo P.,
Autino Juan Carlos,
Giaccio Héctor E.,
Duddeck Helmut,
Wiebcke Michael
Publication year - 2005
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1657
Subject(s) - chemistry , sulfonyl , heteronuclear molecule , benzazepines , dept , stereochemistry , homonuclear molecule , heteronuclear single quantum coherence spectroscopy , carbon 13 nmr , two dimensional nuclear magnetic resonance spectroscopy , proton nmr , nuclear magnetic resonance spectroscopy , molecule , organic chemistry , alkyl
The complete and unambiguous assignment of the 1 H NMR and 13 C NMR spectra of 26 N ‐aralkylsulfonamides, N ‐sulfonyl‐1,2,3,4‐tetrahydroisoquinolines and N ‐sulfonylbenz[ c ]azepines was performed on the basis of APT, DEPT, homonuclear (gs‐COSY) and 1 H‐detected heteronuclear one‐bond (gs‐HMQC) and long‐range (gs‐HMBC) correlation experiments. The methylated 2,3,4,5‐tetrahydro‐1 H ‐2‐benzazepine derivative 26 adopts a chair conformation as determined by 1 H‐ 1 H coupling analysis and γ ‐gauche effects . This is supported by a single‐crystal X‐ray structure analysis. Copyright © 2005 John Wiley & Sons, Ltd.