Selective HOESY experiments for stereochemical determinations.
Heteronuclear Overhauser effect spectroscopy (HOESY) is a powerful method for tracking geometrical proximities between two heteronuclei (for instance, (1)H and (13)C, as this will be the case here). The method is based on cross-relaxation arising from dipolar interactions. Sensitivity permitting, it is applied in the 2D mode yielding all spatial correlations in a single experiment. Whenever sensitivity is not sufficient, it can be applied in the one-dimensional mode by selectively inverting one particular proton. In that case, it yields, from the carbon-13 spectrum, remote spatial correlations. The method has been employed here for the discrimination between two possible E or Z isomers in a medium-size molecule.
Yemloul
Mehdi
M
Méthodologie RMN (UMR CNRS-UHP 7565), Nancy-Université, Faculté des Sciences et Techniques, B.P. 239, 54506 Vandoeuvre-lès-Nancy (cedex), France.
Bouguet-Bonnet
Sabine
S
Ba
Lalla Aïcha
LA
Kirsch
Gilbert
G
Canet
Daniel
D
D000085:Acetates / Q000737:chemistry*; D002247:Carbon Isotopes; D007093:Imidazoles / Q000737:chemistry*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods*; D012015:Reference Standards; D012680:Sensitivity and Specificity; D013237:Stereoisomerism
C532406:(((1,3-dibenzyl-2,5-dioxo-4-imidazolidinylidene) methyl)sulfanyl) methyl acetate; D000085:Acetates; D002247:Carbon Isotopes; D007093:Imidazoles