Thienopyrrolo[3,2,1-]carbazoles: Building Blocks for Functional Organic Materials.

The facile preparation of three regioisomeric thienopyrrolo[3,2,1-]carbazoles applying a convenient C-H activation approach is presented. The incorporation of thiophene into the triarylamine framework significantly impacted the molecular properties in comparison to the analogous indolo[3,2,1-]carbazole scaffold. Dependent on the exact substitution pattern, the absorption onsets of the new materials are shifted toward slightly higher wavelengths compared to the analogous indolo[3,2,1-]carbazole, whereas the emission maxima of the sulfur derivatives is shifted from 375 to 410 nm.

Structure-Property Relationships in Click-Derived Donor-Triazole-Acceptor Materials.

To shed light on intramolecular charge-transfer phenomena in 1,2,3-triazole-linked materials, a series of 1,2,3-triazole-linked push-pull chromophores were prepared and studied experimentally and computationally. Investigated modifications include variation of donor and/or acceptor strength and linker moiety as well as regioisomers. Photophysical characterization of intramolecular charge-transfer features revealed ambipolar behavior of the triazole linker, depending on the substitution position.