Theoretical NMR Study of the Hydrogen Bond and CH-π Interactions in FH Pyridine ┴ X-Benzene Complexes

Abstract

NMR properties of the hydrogen bond and CH- interactions in the FH…Pyridine┴Xbenzene complexes (where ┴ denotes CH- interaction and X = NH2, OH, H, Cl, Br, and NO) have been investigated at the PBE1KCIS/6-311++G(d,p) level of theory. In addition to geometrical parameters, binding energies and Hammett constants, results of natural bond orbital (NBO) analyses are in good relationship with calculated NMR data (particularly with the twobond 19 F 15 N spin-spin coupling constant 2h JF-N). Also, the relation between cooperativity energy (Ecoop) and NMR data was considered. The results of this study led to better understanding of the NMR properties of the hydrogen bond and CH-p interactions in the complexes involved.