title: A versatile and efficient synthesis of bithiophene-based dicarboxaldehydes from a common synthon.
abstract: Bithiophene dicarboxaldehydes are promising electron-rich building blocks for the development of arylene vinylene-based organic semiconductors, but their use has been limited due to their synthetic inaccessibility. To facilitate the facile synthesis of these compounds we have prepared a novel functional bithiophene, namely 2,2'-(3,3'-dibromo-[2,2'-bithiophene]-5,5'-diyl)bis(5,5-dimethyl-1,3-dioxane) in two high yielding steps from 3,3',5,5'-tetrabromo-2,2'-bithiophene. This synthon is readily transformed into variety of bithiophene-based dicarboxaldehydes, also in high yields. The use of these functional molecules in the synthesis of arylene vinylene-linked donor-acceptor copolymers is demonstrated by the synthesis of two copolymers with electron deficient benzobisazoles.
authors.affiliation: Department of Chemistry, Iowa State University, Ames, IA 50011, USA. malikaj@iastate.edu.
authors.forename: Achala
authors.initials: A
authors.lastname: Bhuwalka
authors.forename: Jared F
authors.initials: JF
authors.lastname: Mike
authors.forename: Jeremy J
authors.initials: JJ
authors.lastname: Intemann
authors.forename: Arkady
authors.initials: A
authors.lastname: Ellern
authors.forename: Malika
authors.initials: M
authors.lastname: Jeffries-El