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19F NMR of five polyfluoronaphthalenes. Inter-ring FF coupling constants

✍ Scribed by R. S. Matthews


Publisher
John Wiley and Sons
Year
1982
Tongue
English
Weight
403 KB
Volume
18
Category
Article
ISSN
0749-1581

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✦ Synopsis


Abstract

Analyses of the ^19^F and ^1^H spectra of 1,2,3,4,5‐pentafluoro‐, 1‐bromo‐4,5,6,7,8‐pentafluoro‐, 1,2,3,4,5,6‐hexafluoro‐, and 1‐bromo‐3,4,5,6,7,8‐hexafluoro‐naphthalene are presented, and it is observed that the Fermi contact mechanism does not, simply, account for the long range couplings. Calculations of the carbon‐carbon polarizability part of the Fermi contact term do, however, imply that inter‐ring F,F couplings should be almost constant from difluoro‐ to heptafluoro‐naphthalene. Within the limits of this study, the inter‐ring F,F couplings, excluding peri F,F couplings, do not vary substantially. The steric effect of substituting an α‐hydrogen with bromine, at a peri position and adjacent to fluorine, is to increase the F,F coupling at the opposed peri position by 20 Hz, an unusually high increase in J(FF)peri.


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