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Chloride anions associated with various soft cations (like tetraalkyl ammoniums, alkyl imidazoliums or pyridiniums) were shown to be able to promote the alkylation of carbonyl derivatives with acidic compounds, as exemplified on Knoevenagel and aldol condensations under relatively mild conditions. This activity was attributed to an enhanced nucleophilicity of the chlorine anion, originating from a...
Imidazolium and ammonium halides, both in homogeneous phase or immobilized on mesoporous silica, proved able to promote the aromatization reaction of Diels–Alder adducts under ethylene and H 2 elimination. These observations point to the increased nucleophilicity of such halide ions. They also open the possibility to employ such ion pairs as nucleophilic organocatalysts, for example, as substitutes...
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