title: Structurally-defined, sulfo-phenylated, oligophenylenes and polyphenylenes.
abstract: We report the synthesis and molecular characterization of structurally defined, sulfo-phenylated, oligo- and polyphenylenes that incorporate a novel tetra-sulfonic acid bistetracyclone monomer. The utility of this monomer in the [4 + 2] Diels-Alder cycloaddition to produce well-defined, sulfonated oligophenylenes and pre-functionalized polyphenylene homopolymers is demonstrated. Characterization of the oligophenylenes indicates formation of the meta-meta and para-para adducts in a ∼ 1:1 ratio. These functionalized monomers and their subsequent coupling provide a route to prepare novel, sterically encumbered, sulfonated polyphenylenes possessing unprecedented structural control.
authors.affiliation: Department of Chemistry, Simon Fraser University , Burnaby, British Columbia V5A 1S6, Canada.
authors.forename: Thomas J G
authors.initials: TJ
authors.lastname: Skalski
authors.affiliation: Department of Chemistry, Simon Fraser University , Burnaby, British Columbia V5A 1S6, Canada.
authors.forename: Benjamin
authors.initials: B
authors.lastname: Britton
authors.affiliation: Department of Chemistry, Simon Fraser University , Burnaby, British Columbia V5A 1S6, Canada.
authors.forename: Timothy J
authors.initials: TJ
authors.lastname: Peckham
authors.affiliation: Department of Chemistry, Simon Fraser University , Burnaby, British Columbia V5A 1S6, Canada.
authors.forename: Steven
authors.initials: S
authors.lastname: Holdcroft