Fuller-Rylenes:Cross-Dimensional Molecular Carbons

Fuller-rylenes is a useful model to tailor the properties of cross-dimensional molecular carbons to define their scope for specific applications.Herein we present a straightforward synthetic strategy to hybridize planar rylene dyes and spherical fullerene into esthetic nanostructures containing features from both subunits via one-pot Pd-catalyzed[3+2]or[4+2]cyclization reactions.Single-crystal X-ray diffraction analysis revealed conclusively the molecular configurations and distinct self-assembly crystal arrangements resulting from the different extension directions of the planarπ-systems on the fullerene ball.Our strategy allowed for easy structural and electronic variations;especially,the lowest unoccupied molecular orbital(LUMO)and highest occupied molecular orbital(HOMO)orbital profiles of the two fuller-rylenes,namely,Fuller-PMI and Fuller-PDI(where PMI refers to as perylene monoamide,and PDI,perylene diimide)molecules,determined by combining fullerene with perylene,which featured different edge structures.