title: Synthesis of Geometrically Well-Defined Covalent Acene Dimers for Mechanistic Exploration of Singlet Fission.
abstract: We report the first synthesis of norbornyl-bridged acene dimers (2 and 3) with well-defined and controlled spatial relationships between the acene chromophore subunits. We employ a modular 2-D strategy wherein the central module, common to all our compounds, is a norbornyl moiety. The acenes are attached to this module using the Diels-Alder reaction, which also forms one of the acene rings. Manipulation of the Diels-Alder adducts provides the desired geometrically defined bis-acenes. The modular nature of this synthesis affords flexibility and allows for the preparation of a variety of acene dimers, including functionalized tetracene dimers.
authors.affiliation: Department of Chemistry and Biochemistry, University of Colorado Boulder , Boulder, Colorado 80309, United States.
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Carey
authors.affiliation: Department of Chemistry and Biochemistry, University of Colorado Boulder , Boulder, Colorado 80309, United States.
authors.forename: Jamie L
authors.initials: JL
authors.lastname: Snyder
authors.affiliation: Department of Chemistry and Biochemistry, University of Colorado Boulder , Boulder, Colorado 80309, United States.
authors.forename: Ethan G
authors.initials: EG
authors.lastname: Miller
authors.affiliation: Department of Chemistry and Biochemistry, University of Colorado Boulder , Boulder, Colorado 80309, United States.
authors.forename: Tarek
authors.identifier: 0000-0003-3703-5672
authors.initials: T
authors.lastname: Sammakia
authors.affiliation: Department of Chemistry and Biochemistry, University of Colorado Boulder , Boulder, Colorado 80309, United States.
authors.forename: Niels H
authors.identifier: 0000-0001-8337-9375
authors.initials: NH
authors.lastname: Damrauer
mesh_terms: D001896:Boron Compounds / Q000737:chemistry*; D061565:Cycloaddition Reaction; D019281:Dimerization
chemical_list: D001896:Boron Compounds