Five derivatives of methyl 3,4,6-triacetyl-2-deoxy-(3@-dialkylureido)-b-D-glucopyranoside were studied by 1H and 13C, NMR spectroscopy in solutions and by 13C NMR spectroscopy in the solid state. Sterically CDCl 3 crowded substituents such as n-hexyl and cylcohexyl change the chemical shifts of H-1,
NMR study of the acetylation of 2,3-diphenylbenzofuran
✍ Scribed by V. Barboiu; H. Wexler; B. Arventiev
- Publisher
- John Wiley and Sons
- Year
- 1974
- Tongue
- English
- Weight
- 333 KB
- Volume
- 6
- Category
- Article
- ISSN
- 0749-1581
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✦ Synopsis
Abstract
The positions of acetyl groups introduced by Friedel‐Crafts reactions into 2,3‐diphenylbenzofuran and its derivatives monomethylated in the 5,6 and 7 positions and dimethylated in the 5,6 positions were determined by means of single and double resonance NMR spectra. It was found that the first acetyl group occupies position 6 for all 6‐unmethylated compounds and position 5 for 6‐methylated compounds. The next two acetyl groups enter the para positions (4′ and 4″) of the phenyl groups with the same probability. When positions 5 and 6 are methylated the acetyl group enters positions 7,4′ and 4″ which are found to be of almost equal reactivity. The NMR parameters of compounds studied are listed.
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