RT Journal Article
T1 Versatile synthesis and enlargement of functionalized distorted heptagon-containing nanographenes.
A1 Márquez, Irene R
A1 Fuentes, Noelia
A1 Cruz, Carlos M
A1 Puente-Muñoz, Virginia
A1 Sotorrios, Lia
A1 Marcos, M Luisa
A1 Choquesillo-Lazarte, Duane
A1 Biel, Blanca
A1 Crovetto, Luis
A1 Gómez-Bengoa, Enrique
A1 González, M Teresa
A1 Martin, Ruben
A1 Cuerva, Juan M
A1 Campaña, Araceli G
AB 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.
SN 2041-6520
YR 2016
FD 2016-08-31
LK https://hdl.handle.net/10668/25601
UL https://hdl.handle.net/10668/25601
LA en
DS RISalud
RD Apr 17, 2025