Padial, Joan SimóPoater i Teixidor, JordiNguyen, D. ThaoTinnemans, PaulBickelhaupt, F. MatthiasMecinović, Jasmin2019-02-052019-02-052017-09-150022-3263https://hdl.handle.net/2445/127932Energetically favorable cation-pi interactions play important roles in numerous molecular recognition processes in chemistry and biology. Herein, we present synergistic experimental and computational physical organic chemistry studies on 2,6-diarylanilines that contain flanking meta/parasubstituted aromatic rings adjacent to the central anilinium ion. A combination of measurements of pK(a) values, structural analyses of 2,6-diarylanilinium cations, and quantum chemical analyses based on the quantitative molecular orbital theory and a canonical energy decomposition analysis (EDA) scheme reveal that through-space cation-pi interactions essentially contribute to observed trends in proton affinities and pK(a) values of 2,6-diarylanilines.7 p.application/pdfeng(c) American Chemical Society , 2017CationsPi (Nombre)EstabilitzadorsCationsPi (Number)Stabilizing agentsinfo:eu-repo/semantics/article6766352019-02-05info:eu-repo/semantics/openAccess28836782