144267-91-4

Upstream product

• 80-55-7 ethyl 2-hydroxy-2,2-dimethylethanoate 
• 614-69-7 2-tolyl isothiocyanate 
• 134-32-7 1-amino-naphthalene 
• 15867-07-9 N-(α-naphthyl)dithiocarbamic acid 
• 551-06-4 1-isothiocyanatonaphthalene 

Relevant academic research and scientific papers

1H and 13C NMR Studies on 3-Aryl-2-thioxo-4-oxazolidinones and 3-Arylrhodanines

3-Aryl-2-thioxo-4-oxazolidinones and 3-arylrhodanines have been studied for magnetic non-equivalence of diastereotopically related proton and 13C nuclei in rotational isomers, and for steric interactions between the aryl and heterocyclic moieties of these compounds.For the majority of rotational isomers the barriers to internal rotation about the aryl C-N bond were >100 kJ mol-1, due to the steric bulk of the thiocarbonyl group.Chemical isolation of several of the diastereomers was achieved.The enhanced steric effect and the difference in the electronic effect of the sulphur atom in relation to the oxygen atom appeared to have no influence on the small chemical shift differences of the rotational isomers, detected for some 1H and some 13C nuclei.

Synthesis and NMR studies of chiral 4-oxazolidinones and rhodanines

Sterically hindered N-(o-tolyl) and N-(o-chlorophenyl) substituted 2-thioxo-4-oxazolidinones 1 and-thiazolidinones (rhodanines) 2 forming enantiomers by partial rotation around the C - N bond are synthesized. Their chirality is proven by the presence of diastereotopic protons (or carbon atoms) detected by 1H or 13C NMR (1c, 2c). In the presence of (S)(+)-1-(9-anthryl)-2,2,2-trifluoroethanol as an auxilliary the enantiomers showed 1H shift differences of 0.01 ppm for otherwise isochronous nuclei.