A DFT Study of the Reactivity Indexes of Ionic [4 + 2+] Diels-Alder Cycloaddition to Nitrilium and Immonium Ions
Abstract:The global electrophilicity index, defined within the conceptual density functional theory (DFT), was used to classify the dienes and dienophiles currently used in Diels-Alder reactions on a unique scale of electrophilicity. The index, obtained within the Kohn-Sham scheme, is based on the HOMO and LUMO energies. A systematic study of the global reactivity indexes of the reagents involved in formal [4 + 2+] Diels-Alder cycloaddition reactions of nitrilium and immonium ions with isoprene is presented.
Keywords: Berny analytical gradient; Diels-Alder; Huckel molecular orbital (HMO) theory; electrofugality and nucleofugality; electrophilicity; immonium; isoprene; nitrilium; nucleophilicity; reactivity indexes
Document Type: Research Article
Publication date: February 1, 2011
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