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O-Doped Nanographenes: A Pyrano/Pyrylium Route Towards Semiconducting Cationic Mixed-Valence Complexes

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O-Doped Nanographenes: A Pyrano/Pyrylium Route Towards Semiconducting Cationic Mixed-Valence Complexes

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dc.contributor.author	Ðorđević, Luka
dc.contributor.author	Valentini, Cataldo
dc.contributor.author	Demitri, Nicola
dc.contributor.author	Mézière, Cécile
dc.contributor.author	Allain, Magali
dc.contributor.author	Sallé, Marc
dc.contributor.author	Folli, Andrea
dc.contributor.author	Murphy, Damien
dc.contributor.author	Mañas Valero, Samuel
dc.contributor.author	Coronado Miralles, Eugenio
dc.contributor.author	Bonifazi, Davide
dc.date.accessioned	2021-05-26T13:53:15Z
dc.date.available	2021-05-26T13:53:15Z
dc.date.issued	2020
dc.identifier.citation	Ðor&#273evi&#263, Luka Valentini, Cataldo Demitri, Nicola Mézière, Cécile Allain, Magali Sallé, Marc Folli, Andrea Murphy, Damien Mañas Valero, Samuel Coronado Miralles, Eugenio Bonifazi, Davide 2020 O-Doped Nanographenes: A Pyrano/Pyrylium Route Towards Semiconducting Cationic Mixed-Valence Complexes Angewandte Chemie 59 10 4106 4114
dc.identifier.uri	https://hdl.handle.net/10550/79455
dc.description.abstract	Herein we report an efficient synthesis to prepare O-doped nanographenes derived from the π-extension of pyrene. The derivatives are highly fluorescent and feature low oxidation potentials. Using electrooxidation, crystals of cationic mixed-valence (MV) complexes were grown in which the organic salts organize into face-to-face π-stacks, a favorable solid-state arrangement for organic electronics. Variable-temperature electron paramagnetic resonance (EPR) measurements and relaxation studies suggest a strong electron delocalization along the longitudinal axis of the columnar π-stacking architectures. Electric measurements of single crystals of the MV salts show a semiconducting behavior with a remarkably high conductivity at room temperature. These findings support the notion that π-extension of heteroatom-doped polycyclic aromatic hydrocarbons is an attractive approach to fabricate nanographenes with a broad spectrum of semiconducting properties and high charge mobilities.
dc.language.iso	eng
dc.relation.ispartof	Angewandte Chemie, 2020, vol. 59, num. 10, p. 4106-4114
dc.subject	Electroquímica
dc.subject	Compostos orgànics
dc.title	O-Doped Nanographenes: A Pyrano/Pyrylium Route Towards Semiconducting Cationic Mixed-Valence Complexes
dc.type	journal article	es_ES
dc.date.updated	2021-05-26T13:53:16Z
dc.identifier.doi	10.1002/anie.201914025
dc.identifier.idgrec	139422
dc.rights.accessRights	open access	es_ES