title: Unique radical dearomatization and two-electron reduction of a redox-active ligand.
abstract: The syntheses and characterizations of [Li(4)][(1,2-di-(tert-butyl)-dpp-BIAN)(2)] (7), (1,2-di-(tert-butyl)-dpp-BIAN) (8), and (1-(tert-butyl)-2-OH-dpp-BIAN) (9) are described. Compound 7 was formed via a radical dearomatization, two-electron reduction pathway that was accompanied by vicinal di-tert-butylation of the BIAN ligand backbone. Oxidation of 7 afforded a dearomatized vicinal di-tert-butyl substituted BIAN ligand (8). An analogous dearomatized vicinal tert-butyl-hydroxy substituted BIAN ligand (9) was also isolated in the course of mechanistic studies related to the formation of 7.
authors.affiliation: Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, Texas 78712, United States.
authors.forename: Daniel A
authors.initials: DA
authors.lastname: Evans
authors.forename: Alan H
authors.initials: AH
authors.lastname: Cowley