Revisiting NMR through-space JFFspin–spin coupling constants for getting insight into proximate F---F interactions

Abstract

At present times it is usual practice to mark biological compounds replacing an H for an F atom to study, by means of 19F NMR spectroscopy, aspects such as binding sites and molecular folding features. This interesting methodology could nicely be improved if it is known how proximity interactions on the F atom affect its electronic structure as gauged through high-resolution 19F NMR spectroscopy. This is the main aim of the present work and, to this end, differently substituted peri-difluoronaphthalenes are chosen as model systems. In such compounds are rationalized some interesting aspects of the diamagnetic and paramagnetic parts of the 19F nuclear magnetic shielding tensor as well as the transmission mechanisms for the PSO and FC contributions to 4JF1F8 indirect nuclear spin-spin coupling constants. © 2014 American Chemical Society.

At present times it is usual practice to mark biological compounds replacing an H for an F atom to study, by means of 19FNMR spectroscopy, aspects such as binding sites and molecular folding features. This interesting methodology could nicely be improved