14-04

Stabilisation of 2,6-diarylpyridinium cation by through-space polar-π interactions,

Chem. Eur. J. 20 (2014) 6268-6271

J.S. Padial, R. de Gelder, C.F. Guerra, F.M. Bickelhaupt, J. Mecinović,

Abstract: The through-space polar–π interactions between pyridinium ion and the adjacent aromatic rings in 2,6-diarylpyridines affect the pK_a values. Hammett analysis illustrates that the basicity of pyridines correlates well with the sigma values of the substituents at the para position of the flanking aryl rings.