@article{SeifertShoyamaSchmidtetal.2016, author = {Seifert, Sabine and Shoyama, Kazutaka and Schmidt, David and W{\"u}rthner, Frank}, title = {An electron-poor C\(_{64}\) nanographene by palladium-catalyzed cascade C-C bond formation: one-pot synthesis and single-crystal structure analysis}, series = {Angewandte Chemie-International Edition}, volume = {55}, journal = {Angewandte Chemie-International Edition}, number = {22}, doi = {10.1002/anie.201601433}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-188889}, pages = {6390-6395}, year = {2016}, abstract = {Herein, we report the one-pot synthesis of an electron-poor nanographene containing dicarboximide groups at the corners. We efficiently combined palladium-catalyzed Suzuki-Miyaura cross-coupling and dehydrohalogenation to synthesize an extended two-dimensional pi-scaffold of defined size in a single chemical operation starting from N-(2,6-diisopropylphenyl)-4,5-dibromo-1,8-naphthalimide and a tetrasubstituted pyrene boronic acid ester as readily accessible starting materials. The reaction of these precursors under the conditions commonly used for Suzuki-Miyaura cross-coupling afforded a C\(_{64}\) nanographene through the formation of ten C-C bonds in a one-pot process. Single-crystal X-ray analysis unequivocally confirmed the structure of this unique extended aromatic molecule with a planar geometry. The optical and electrochemical properties of this largest ever synthesized planar electron-poor nanographene skeleton were also analyzed.}, language = {en} } @article{MenekseMahlAlbertetal.2023, author = {Menekse, Kaan and Mahl, Magnus and Albert, Julius and Niyas, M. A. and Shoyama, Kazutaka and Stolte, Matthias and W{\"u}rthner, Frank}, title = {Supramolecularly Engineered Bulk-Heterojunction Solar Cells with Self-Assembled Non-Fullerene Nanographene Tetraimide Acceptors}, series = {Solar RRL}, volume = {7}, journal = {Solar RRL}, number = {2}, doi = {10.1002/solr.202200895}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-312099}, year = {2023}, abstract = {A series of novel imide-functionalized C\(_{64}\) nanographenes is investigated as acceptor components in organic solar cells (OSCs) in combination with donor polymer PM6. These electron-poor molecules either prevail as a monomer or self-assemble into dimers in the OSC active layer depending on the chosen imide substituents. This allows for the controlled stacking of electron-poor and electron-rich π-scaffolds to establish a novel class of non-fullerene acceptor materials to tailor the bulk-heterojunction morphology of the OSCs. The best performance is observed for derivatives that are able to self-assemble into dimers, reaching power conversion efficiencies of up to 7.1\%.}, language = {en} }