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15N n.m.r.: Substituent effects on nitrogen chemical shifts in anilinium ions

✍ Scribed by T. Axenrod; M. J. Wieder

Publisher
John Wiley and Sons
Year
1976
Tongue
English
Weight
423 KB
Volume
8
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

^15^N chemical shifts were measured in a series of anilinium fluorosulfonate salts and compared with chemical shift data from a comparable series of ^15^N‐enriched aniline derivatives. A smaller overall range of nitrogen chemical shifts was observed for the protonated aniline series compared with that for the unprotonated anilines and is attributed to the elimination of nitrogen lone pair delocalization in the former series. Further‐more, it was found that the range of nitrogen chemical shifts in the protonated anilines is determined primarily by substituent electronic effects from the ortho ring position with almost negligible contributions from the para position.

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