Heptagon-Containing Nanographene Embedded into [10]Cycloparaphenylene

Mora-Fuentes JP, Codesal MD, Reale M, Cruz CM, Jiménez VG, Sciortino A, Cannas M, Messina F, Blanco V, Campaña AG (2023)

Publication Type: Journal article

Publication year: 2023


Book Volume: 62

Article Number: e202301356

Journal Issue: 21

DOI: 10.1002/anie.202301356


We report the synthesis and characterization of a novel type of nanohoop, consisting of a cycloparaphenylene derivative incorporating a curved heptagon-containing π-extended polycyclic aromatic hydrocarbon (PAH) unit. We demonstrate that this new macrocycle behaves as a supramolecular receptor of curved π-systems such as fullerenes C60 and C70, with remarkably large binding constants (ca. 107 M−1), as estimated by fluorescence measurements. Nanosecond and femtosecond spectroscopic analysis show that these host-guest complexes are capable of quasi-instantaneous charge separation upon photoexcitation, due to the ultrafast charge transfer from the macrocycle to the complexed fullerene. These results demonstrate saddle-shaped PAHs with dibenzocycloheptatrienone motifs as structural components for new macrocycles displaying molecular receptor abilities and versatile photochemical responses with promising electron-donor properties in host-guest complexes.

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Mora-Fuentes, J.P., Codesal, M.D., Reale, M., Cruz, C.M., Jiménez, V.G., Sciortino, A.,... Campaña, A.G. (2023). Heptagon-Containing Nanographene Embedded into [10]Cycloparaphenylene. Angewandte Chemie International Edition, 62(21). https://dx.doi.org/10.1002/anie.202301356


Mora-Fuentes, Juan P., et al. "Heptagon-Containing Nanographene Embedded into [10]Cycloparaphenylene." Angewandte Chemie International Edition 62.21 (2023).

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