ISSN:
0030-4921
Keywords:
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The 1H NMR spectra of 1-aryl-2-methyl oxiranes substituted in the phenyl ring and of the corresponding vinyl derivatives have been analysed. The substituent effect on oxiran protons seems mostly polar in character, as shown by correlations with substituent constants, solvent effects and the fact that perturbation decreases with increasing distance from the substituent. The comparison with the corresponding vinyl derivatives, in which conjugation effects are present, confirms this point. The results also seem to exclude the possibility of substituents causing significant changes on the preferred conformation of the phenyl ring. Ring current contributions on oxirane protons, evaluated by SCF procedure, show that their change with substituents is very small and does not represent a significant part of the change of proton chemical shift with substituents.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1270050809
Permalink
