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1H and 13C spectra of fluorine-containing polycyclic aromatic hydrocarbons. 1H19F and 13C19F coupling across bay regions

✍ Scribed by D. J. Sardella; E. Boger

Publisher
John Wiley and Sons
Year
1989
Tongue
English
Weight
582 KB
Volume
27
Category
Article
ISSN
0749-1581

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✦ Synopsis

The 'H and ''C NMR spectra of several fluorine-substituted polycyclic aromatic hydrocarbons in which fluorine projects into a bay region were studied. Both protons and carbons of the stericaUy opposed CH bond show anomalously large F-induced shifts and couplings to fluorine. The magnitudes of the couplings (particularly the four-bond CF couplings which average 26 Hz) indicate a large through-space contribution due to direct overlap between fluorine and CH bond orbitals, whereas the F-induced shifts seem more likely to stem from diamagnetic anisotropy rather than F-induced CH bond polarization.

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