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Trisulfur radical anion-triggered stitching thienannulation: rapid access to largely π-extended thienoacenes
Largely π-extended rylene diimide-fused thienoacenes, a new family of fully fused electron donor–acceptor (D–A) molecules, have been readily synthesized by a novel trisulfur radical anion (S(3)˙(−))-triggered stitching thienannulation strategy. The ladder-type fused thiophene cores are constructed i...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8148024/ https://www.ncbi.nlm.nih.gov/pubmed/34084379 http://dx.doi.org/10.1039/c9sc05332h |
Sumario: | Largely π-extended rylene diimide-fused thienoacenes, a new family of fully fused electron donor–acceptor (D–A) molecules, have been readily synthesized by a novel trisulfur radical anion (S(3)˙(−))-triggered stitching thienannulation strategy. The ladder-type fused thiophene cores are constructed in a stitching manner through multiple carbon–sulfur bond formation between acetylenic rylene dyes and S(3)˙(−). A detailed mechanistic study of these stitching thienannulations unveiled the multiple reactivities of S(3)˙(−). Physical properties of the newly formed D–A, A–D–A, and D–A–D type thienoacenes have also been investigated, which revealed their precisely controllable electronic properties. |
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