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Substituent effects on 13C chemical shifts of 1-arylsulphonyl-2-arylaziridines

✍ Scribed by A. C. Knipe; Y. Khandelwal; I. E. McAuley; N. M. D. Brown

Publisher
John Wiley and Sons
Year
1985
Tongue
English
Weight
367 KB
Volume
23
Category
Article
ISSN
0749-1581

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✦ Synopsis

Carbon

-13 chemical shifts of l-phenylsulphonyl-2-phenylaziridine and several of its mand psubstituted derivatives have been determined. The substituent chemical shift (SCS) effects on the benzylic carbon C-2, and on the methylene carbon C-3 have been satisfactorily correlated with Hammett substituent parameters (a) for variation of the C-Zaryl ring substituent (with a arylsulphonyl ring), and for analogous variation of the arylsulphonyl ring (with a given C-Zaryl ring). The results reveal an inverse C-Zaryl SCS effect on C-2, whereas the effect on C-3 is nosubstituents on the arylsulphonyl ring have a normal effect on both C-2 and C-3, for which the SCS is to higher frequency with increasing electron-withdrawing power of the substituent.

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