title: Isolation and characterization of a neutral imino-semiquinone radical.
abstract: The neutral imino-semiquinone, 4,6-di-tert-butyl-2-tert-butylimino-semiquinone (isqH.), can be prepared by a conproportionation of the parent aminophenol and iminoquinone compounds. The neutral radical species has been characterized in the solid state by X-ray diffraction and in solution by EPR and UV-vis absorption spectroscopy. The stability of the open-shell radical is derived from the basicity of the tert-butylimino group and the intramolecular hydrogen bond.
authors.affiliation: Department of Chemistry, University of California, Irvine, California, 92697, USA.
authors.forename: Shawn M
authors.initials: SM
authors.lastname: Carter
authors.forename: Allyson
authors.initials: A
authors.lastname: Sia
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Shaw
authors.forename: Alan F
authors.initials: AF
authors.lastname: Heyduk
mesh_terms: D016227:Benzoquinones / Q000737:chemistry* / Q000302:isolation & purification; D004563:Electrochemistry; D004578:Electron Spin Resonance Spectroscopy; D006863:Hydrogen-Ion Concentration; D007097:Imines / Q000737:chemistry* / Q000302:isolation & purification; D013816:Thermodynamics; D014961:X-Ray Diffraction
chemical_list: D016227:Benzoquinones; D007097:Imines; C025232:semiquinone radicals