title: Charge migration in dicationic electrophiles and its application to the synthesis of aza-polycyclic aromatic compounds.
abstract: [reaction: see text] Superacid-promoted reactions of dicationic electrophiles have been studied, and the positive charge centers are found to migrate apart in a predictable manner. Using isotopic labeling the charge migration is found in one system to occur through successive deprotonation-reprotonation steps. The charge migration chemistry is the basis for new general synthetic route to aza-polycyclic aromatic compounds.
authors.affiliation: Department of Chemistry and Biochemistry, Northern Illinois University, DeKalb, Illinois 60115, USA.
authors.forename: Ang
authors.initials: A
authors.lastname: Li
authors.forename: Patrick J
authors.initials: PJ
authors.lastname: Kindelin
authors.forename: Douglas A
authors.initials: DA
authors.lastname: Klumpp
mesh_terms: D001372:Aza Compounds / Q000138:chemical synthesis*; D020650:Combinatorial Chemistry Techniques; D004563:Electrochemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000138:chemical synthesis*
chemical_list: D001372:Aza Compounds; D006571:Heterocyclic Compounds; D011084:Polycyclic Aromatic Hydrocarbons