Reactions between 3,4-propylenedioxythiophenes (ProDOTs) and N-alkyl isatins under ambient conditions result in isomerically pure indophenine materials as confirmed by TLC and 1 H NMR analysis. The resulting low band gap materials exhibit favorable inter-and intramolecular interactions, high thermal stabilities, low energy electronic transitions, and amphoteric redox behavior.

Model dimers consisting of a traditional strong donor, a traditional strong acceptor, and ambipolar thieno[3,4-b]pyrazine were studied to provide a deeper understanding of donor–acceptor interactions and their application to conjugated materials.

No abstract

The title compound, C 6 H 4 BrNS, crystallizes in the space group P2 1 /n with one complete molecule in the asymmetric unit. The non-H atoms are nearly planar (r.m.s for non-H atoms = 0.071 Å ), with the nitrile group oriented antiperiplanar with respect to the thiophene S atom. Intermolecular Type I centrosymmetric BrÁ Á ÁBr halogen interactions are present at a distance of 3.582 (1) Å and with a C-BrÁ Á ÁBr angle of 140.7 (1) . Additional weaker C-HÁ Á ÁN, C-HÁ Á ÁS, and SÁ Á Á interactions are also present. A Hirshfeld analysis indicates BrÁ Á ÁBr interactions comprise only 1.9% of all the interatomic contacts.