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13C NMR study of ortho-, meta- and para- substituted phenyldiphenylamines: Substituent effect correlations

✍ Scribed by Eugene Grimley; David H. Collum; Earl G. Alley; Bobby the late Layton

Publisher
John Wiley and Sons
Year
1981
Tongue
English
Weight
634 KB
Volume
15
Category
Article
ISSN
0749-1581

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✦ Synopsis

Abstract

The ^13^C chemical shifts of 11 substituted triphenylamines have been determined and the assignment of these resonances made using intensities, ^1^H and ^19^F couplings and predictions from bond additivity relationships. ^13^C chemical shifts at carbons bearing the substituent and at carbons ortho to the substituent correlated reasonably well with the Q parameter. A multiple regression analysis of chemical shifts with the field and resonance parameters of Swain and Lupton and the Q parameter produced significantly better correlations than those obtained when Q was omitted for these positions. ^13^C chemical shift correlations for carbons meta and para to the substituent were not significantly better than when Q was omitted. Significant correlations were obtained between field and resonance parameters and ^13^C chemical shifts of C‐o and C‐p, and C‐i, C‐o, C‐m and C‐p of the non‐substituent bearing phenyl rings in ortho‐ and para‐substituted phenyldiphenylamines, respectively.

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