31608-52-3Relevant articles and documents
Gas phase germylation of simple aromatics by Me3Ge+ ions
Chiavarino, Barbara,Crestoni, Maria Elisa,Fornarini, Simonetta
, p. 53 - 59 (1997)
The germylation of simple aromatic hydrocarbons has been studied by two different techniques. The Fourier Transform Ion Cyclotron Resonance (FTICR) technique allowed the study of Me3Ge+ transfer equilibria between aromatics and H2O at 300 K. The ion-molecule reaction of [Me3Ge+· arene] ions with selected neutrals are accounted for by a σ-complex species, retaining the primary ipso structure, where the germyl group and the former aromatic hydrogen are bound to the same tetrahedral carbon. The free energies of binding of Me3Ge+ to the selected aromatic compounds correlate linearly with the values of the corresponding Me3Si+ reaction with a slope of 0.93. The combined information from the FTICR and radiolytic technique has revealed a mechanistic pattern for the electrophilic aromatic substitution by Me3Ge+ that closely reproduces the corresponding Me3Si+ reaction, the major difference lying in the greater ease of detachment of Me3Ge+ by nucleophilic assistance.