Magnetically Induced Alignment of Natural Products for Stereochemical Structure Determination via NMR
| Autor: | Klaus Wolkenstein, Christian Griesinger, Niels Karschin |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Materials science 010405 organic chemistry General Medicine Nuclear magnetic resonance spectroscopy Polymer 010402 general chemistry 01 natural sciences Magnetic susceptibility 0104 chemical sciences chemistry Liquid crystal Chemical physics Yield (chemistry) Molecule Density functional theory Anisotropy |
| Zdroj: | Angewandte Chemie. 132:15994-15998 |
| ISSN: | 1521-3757 0044-8249 |
| Popis: | Anisotropic NMR has gained increasing popularity to determine the structure and specifically the configuration of small, flexible, non-crystallizable molecules. However, it suffers from the necessity to dissolve the analyte in special media such as liquid crystals or polymer gels. Generally, small degrees of alignment are also caused by an anisotropic magnetic susceptibility of the molecule, for example, induced by aromatic moieties. For this mechanism, the alignment can be predicted via density functional theory. Here we show that both residual dipolar couplings and residual chemical shift anisotropies can be acquired from natural products without special sample preparation using magnetically induced alignment. On the two examples of the novel natural product gymnochrome G and the alkaloid strychnine, these data, together with the predicted alignment, yield the correct configuration with high certainty. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
| Nepřihlášeným uživatelům se plný text nezobrazuje | K zobrazení výsledku je třeba se přihlásit. |