Affiliation:
1. Department Chemie Ludwig-Maximilians-Universität München Butenandtstraße 5–13 (D) D-81377 München
Abstract
AbstractThe acid‐activation of 1,2‐dicarbonyl compounds plays a key role in a variety of electrophilic reactions, some of which are only accessible in superacidic media when a superelectrophilic dication is formed. To obtain structural and electronic information about these elusive species, the vicinal dication [C2(OH)2Me2]2+ is synthesized and characterized by Raman spectroscopy and X‐ray diffraction. Since this superelectrophile could not be stabilized in convenient superacids, the usage of liquid SO2 turned out to be crucial. The experimental data are discussed together with quantum‐chemical calculations on the B3LYP/aug‐cc‐pVTZ level of theory. Natural Bond Orbital (NBO) analyses quantify the superelectrophilic interactions found in the solid state.