
%0 Journal Article
%A Adcock, W 
%A Matthews, DG 
%A Rizvi, SQA 
%T Long-range proton-fluorine spin-spin coupling and <sup>19</sup>F substituent chemical shifts (SCS) in the naphthalene ring system
%J Australian Journal of Chemistry
%D 1971/09/01
%V 24
%N 9
%P 1829-1838
%K 
%R https://doi.org/10.1071/CH9711829
%U https://www.publish.csiro.au/paper/CH9711829 
%X A number of acetyl-substituted fluoronaphthalenes have been synthesized and their fluorine as well as proton N.M.R. spectra have been measured. The methyl proton resonances of these derivatives appeared as a doublet which indicated long-range coupling with the fluorine. It was observed that the coupling (JMe,F) for 3-acetyl-2-fluoronaphthalene and o- fluoroacetophenone is independent of the magnitude of the 19F substituent chemical shifts (scs) which are shown to be sensitive indices of the bond-order differences in naphthalene (C 1 and C 2; C 2 and C 3) and benzene. Furthermore, the magnitude of the long-range proton-fluorine spin-spin coupling constants are solvent dependent. The data are clearly in accord with a predominant contribution of a ?direct? mechanism to the proton-fluorine spin-spin coupling. 
