RT Journal Article
T1 Chiral stacks of a curved nanographene
A1 Zhang, Zhongbo
A1 Csókás, Dániel
A1 Fernández López, Israel
A1 Stuparu, Mihaiela C.
AB Despite enormous advances in the edge extension chemistry of nanographenes, examples of peri-annulations and the knowledge of their effect on molecular properties remain scarce. Here, we show the synthesis of a curved C60S5 nanographene comprising quintuple [5]thiahelicenes arranged in a C5-symmetric fashion on the zigzag edge (L-region) of a bowl-shaped corannulene core. The synthesis is achieved with the help of Stille coupling, alkynyl thiolation, sulfide/aryne cyclization, and direct arylation reactions. The prepared bowl-helix chiral structure absorbs and emits in the visible and near-IR regions. It assembles into persistent molecular bilayer graphene stacks in solution, solid state, and gas phase. The concave cavities of the supramolecular dimers can recognize the convex surfaces of fullerene C60 through shape complementarity and p-p stacking interactions in the solid state. A properties comparison with ortho-annulated analogs and archetypical nanographenes indicates the superiority of peri-annulations in the design of molecular graphenes
PB Elsevier
YR 2024
FD 2024-10-10
LK https://hdl.handle.net/20.500.14352/109950
UL https://hdl.handle.net/20.500.14352/109950
LA eng
NO Zhongbo Zhang, Dániel Csókás, Israel Fernández, Mihaiela C. Stuparu, Chiral stacks of a curved nanographene, Chem, Volume 10, Issue 10, 2024, Pages 3199-3211, ISSN 2451-9294, https://doi.org/10.1016/j.chempr.2024.07.008. (https://www.sciencedirect.com/science/article/pii/S2451929424003516)
NO Ministerio de Ciencia e Innovación (España)
NO Oficina Nacional de Investigación, Desarrollo e Innovación de Hungría
DS Docta Complutense
RD 16 dic 2025