Analysis of NMR J couplings in partially protected galactopyranosides.
[carbohydrate structure: see text] Hydrogen bond mediated NMR J couplings offer additional structural information. The interpretation of these usually small (h)J couplings are, however, not necessarily straightforward. In the present case of a carbohydrate system, a four-bond classical W coupling, (4)J(HO4,H5), is more reasonable on the basis of, in particular, density functional theory calculations of spin-spin coupling constants at the UB3LYP/6-311G** level of theory.
Larsson
E Andreas
EA
Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, S-106 91 Stockholm, Sweden.
Ulicny
Jozef
J
Laaksonen
Aatto
A
Widmalm
Göran
G
D005690:Galactose / Q000737:chemistry*; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D010100:Oxygen / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013237:Stereoisomerism
D010100:Oxygen; D005690:Galactose