ISSN:
0749-1581
Keywords:
Nitroxide radical interaction
;
13C NMR
;
Acrylamide
;
Benzamide
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
13C NMR contact shifts induced by the 2,2,6,6,-tetramethylpiperidine nitroxide radical (TMPN) were measured for N,N-dimethyl-para-substituted benzamides and N,N-dimethyl-β-bromo- and -α,β-methylacrylamides. The shifts were linear functions of radical concentration, cr. It was found that N-methyl group anti to the carbonyl group is a better acceptor site than the syn-N-methyl group and that there is a relationship between Δδ/dcr and the non-planarity of molecules of amides with an s-skew conformation. The electrostatic potential of amide molecules obtained from MNDO calculations was used to predict the stereospecific interaction with radicals.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260310813
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