Author:
Adcock W,Matthews DG,Rizvi SQA
Abstract
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.
Cited by
22 articles.
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