Shuler William G, Parvathaneni Sai P, Rodriguez Jacob B, Lewis Taylor N, Berges Adam J, Bardeen Christopher J, Krische Michael J
Department of Chemistry, University of Texas at Austin, 105 E 24th St. (A5300), Austin, TX, 78712-1167, USA.
Department of Materials Science and Engineering, University of California, 501 Big Springs Road, Riverside, CA, 92521, USA.
Chemistry. 2021 Mar 12;27(15):4898-4902. doi: 10.1002/chem.202100134. Epub 2021 Feb 12.
Ruthenium-catalyzed butadiene-mediated benzannulation enabled the first synthesis of 3,10-(di-tert-butyl)rubicene and its N-doped derivatives as well as preliminary studies on their photophysical properties. Unlike the parent rubicene and 3,10-(di-tert-butyl)rubicene, which adopt classical herringbone-type packing motifs in the solid state, the N-doped congener 7 b displayed columnar packing with an alternating co-facial arrangement of aromatic and heteroaromatic substructures.