Versatile synthesis and enlargement of functionalized distorted heptagon-containing nanographenes Rodríguez Márquez, Irene Fuentes Romero, Noelia Moreno Cruz, Carlos Puente Muñoz, Virginia Sotorrios, Lia Marcos, Maria Luisa Choquesillo Lazarte, Duane Biel Ruiz, Blanca Crovetto González, Luis Gómez Bengoa, Enrique González Pérez, María Teresa Martín, Rubén Cuerva Carvajal, Juan Manuel González Campaña, Araceli Highly distorted polycyclic aromatic hydrocarbons (PAHs) are predicted to be attractive goals in nanoscience owing to the new properties they can exhibit. We have shown that a variety of functionalized distorted heptagon-containing nanographenes can be easily prepared from simple building blocks by a sequence of Co-catalyzed cyclotrimerization and cyclodehydrogenation reactions. The versatility of this strategy allows easy subsequent enlargement of these nanostructures by Ni-catalyzed cross-coupling and final cyclodehydrogenation reactions. Soluble extended distorted nanographenes 1 and 2 containing heptagon and an edge-shared pentagon–heptagon combination have been synthesized. High distortion of the polycyclic backbone of 2 caused by non-hexagonal rings and a helicene moiety was confirmed by X-ray crystallography. Experimental data reveal promising optical and electronic properties for distorted PAHs with long fluorescence lifetimes (up to 14.5 ns) and low band gaps (down to 2.27 eV). This straightforward and versatile synthetic strategy, the observed long fluorescence lifetimes and the small optical and electrochemical band gaps for the presented compounds may promote the future implementation of distorted graphene molecules in electronic devices. 2025-01-14T12:03:39Z 2025-01-14T12:03:39Z 2017-02-01 journal article Irene R. Márquez, Noelia Fuentes, Carlos M. Cruz, Virginia Puente-Muñoz, Lia Sotorrios, M. Luisa Marcos, Duane Choquesillo-Lazarte, Blanca Biel, Luis Crovetto, Enrique Gómez-Bengoa, M. Teresa González, Ruben Martin, Juan M. Cuerva, Araceli G. Campaña. Versatile Synthesis and Enlargement of Functionalized Distorted Heptagon-Containing Nanographenes. Chem. Sci. 2017, 8, 1068–1074 https://hdl.handle.net/10481/99107 10.1039/C6SC02895K eng http://creativecommons.org/licenses/by-nc-nd/4.0/ open access Attribution-NonCommercial-NoDerivatives 4.0 Internacional