Rudebusch, GabrielFix, AaronHenthorn, HilaryVonnegut, ChrisZakharov, LevHaley, Michael2014-09-112014-09-112014-06-161. Rudebusch GE, Fix AG, Henthorn HA, Vonnegut CL, Zakharov LN, Haley MM. Quinoidal diindenothienoacenes: synthesis and properties of new functional organic materials. Chem Sci. 2014;5(9):3627. doi:10.1039/C4SC01432D.2041-6539https://hdl.handle.net/1794/18239We report the preparation and characterization of a new class of quinoidal thienoacenes. The synthetic route is efficient, high-yielding and scalable with the potential for further functionalization. Single crystal X-ray diffraction reveals that, as size increases, the molecules pack in progressively closer 1D arrangements. The title compounds are shown to have amphoteric redox behaviour by cyclic voltammetry. The anion radicals are studied by EPR spectrometry and by computations. The electron-accepting nature, NIR absorption and the low-lying LUMO energies (ca. −4.0 eV) allude to potential use in materials applications.en-USCreative Commons BY-NC-SAQuinoidal thienoacenesChemical synthesisOrganic electronicsArticle