Fluorine—Fluorine Spin—Spin Coupling Constants in Aromatic Compounds: Correlations with the Delocalization Index and with the Internuclear Separation.

Abstract

This paper describes a new empirical approach for the evaluation of fluorine−fluorine spin−spin coupling constants (JFF) in aromatic compounds. The correlations between JFF and the delocalization index calculated within the framework of the theory of atoms in molecules (AIM) and with the fluorine−fluorine internuclear separation are investigated. Both the internuclear separation and the delocalization index are found to be highly correlated with JFF. A regression model in which the experimental JFF coupling constant is fitted exponentially to the internuclear separation and linearly to the delocalization index yields a squared correlation coefficient as high as 0.96 for a data set consisting of 33 coupling constants spread over a range of 85 Hz.