title: General Method for the Synthesis of Functionalized Tetrabenzo[8]circulenes.
abstract: Functionalized derivatives of the saddle-shaped molecule tetrabenzo[8]circulene were successfully synthesized through a Diels-Alder/oxidative cyclodehydrogenation approach. This methodology improves on our previously reported synthesis, affording products containing both electron-rich and electron-poor functional groups from readily available starting materials in a more efficient manner. The optoelectronic effects that result from the introduction of this functionality are presented and briefly discussed.
authors.affiliation: Department of Chemistry, University of Vermont , Burlington, Vermont 05405, United States.
authors.forename: Robert W
authors.initials: RW
authors.lastname: Miller
authors.affiliation: Department of Chemistry, University of Vermont , Burlington, Vermont 05405, United States.
authors.forename: Summer E
authors.initials: SE
authors.lastname: Averill
authors.affiliation: Department of Chemistry, University of Vermont , Burlington, Vermont 05405, United States.
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Van Wyck
authors.affiliation: Department of Chemistry, University of Vermont , Burlington, Vermont 05405, United States.
authors.forename: Adam C
authors.initials: AC
authors.lastname: Whalley
mesh_terms: D001554:Benzene / Q000737:chemistry*; D066241:Carbon-13 Magnetic Resonance Spectroscopy; D061565:Cycloaddition Reaction; D055664:Electrochemical Techniques; D008958:Models, Molecular; D010084:Oxidation-Reduction; D011084:Polycyclic Aromatic Hydrocarbons / Q000737:chemistry; D066244:Proton Magnetic Resonance Spectroscopy; D021241:Spectrometry, Mass, Electrospray Ionization
chemical_list: D011084:Polycyclic Aromatic Hydrocarbons; D001554:Benzene