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19F n.m.r spectra of polyfluoroquinolines. Long range inter-ring 19F19F coupling constants and 19F chemical shifts

✍ Scribed by R. S. Matthews

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

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✦ Synopsis

Abstract

The signs and magnitudes of every fluorine–fluorine coupling constant in perfluoroquinoline (1), 2,4‐dichloropentafluoroquinoline (2) and 2‐bromohexafluoroquinoline (3) have been determined by ^19^F n.m.r. These provide an unambiguous assignment of the spectrum of the first compound and its derivatives. Inter‐ring fluorine–fluorine coupling constants were found to be positive over an odd number of bonds and negative over an even number of bonds, similar to that observed in proton–proton coupling constants in multicyclic systems.

The ^19^F chemical shifts of perfluoroquinoline and its protonated salt are reported and directly correlated with SCF MO calculated π‐electron densities at both fluorine and bonded carbon atoms.

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19F n.m.r. spectrum of hexafluoroquinazo
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## Abstract The ^19^F n.m.r. spectrum of hexafluoroquinazoline has been analyzed giving the signs and magnitudes of all but two of the coupling constants, and supporting the analyses of the ^19^F n.m.r. spectra of heptafluoroquinoline and heptafluoroisoquinoline. Long range FF inter‐ring coupling

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## Abstract An analysis of the ^19^F n.m.r. spectra of heptafluoroisoquinoline and hexafluoro‐1‐methoxyisoquinoline is presented. As in heptafluoroquinoline, the inter‐ring FF coupling constants alternate in sign and magnitude and are positive over an odd number of bonds. They correlate with SCFMO

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## Abstract In the process of studying the chemistry of perfluoro[2.2]paracyclophanes (PFPCs), a novel class of compounds, it became necessary to identify some disubstituted products. To achieve this goal, we characterize in this work some monosubstituted PFPCs, identifying their ^19^F^19^F coupli