S,N-Heteroacenes Up to a Tridecamer
Source abstract
Abstract
Herein, syntheses of extended π-conjugated ladder S,N-heteroacenes from the octamer to the tridecamer and their physical properties are described. Motivated by previous results on shorter members of this family, we further extended the number of annulated thiophene and pyrrole rings in our S,N-heteroacene series up to 13. The synthetic strategy to achieve the heteroacene scaffolds comprised multiple ring closures by transition metal-catalyzed C–S and C–N coupling/cyclization reactions, leading to fused thiophene or pyrrole rings, respectively. The extended S,N-heteroacenes comprising varying sequences of heteroatoms were fully characterized by NMR, high-resolution mass spectrometry, UV–vis and fluorescence spectroscopy, and cyclic voltammetry. Furthermore, stable radical cations and dications were formed by controlled oxidation of the heteroacenes and optically characterized. Valuable structure–property relationships concerning the optoelectronic properties were deduced.
Source: openalex_inverted_index · Quality: baseline
Research context
OpenAlex topics: Organic Electronics and Photovoltaics · Conducting polymers and applications · Perovskite Materials and Applications
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
Affiliations
Institute of Organic Chemistry II and Advanced Materials, University of Ulm, Albert-Einstein-Allee 11, 89081 Ulm, Germany
References (48)
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