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Título:
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On-Surface Synthesis of Ethynylene-Bridged Anthracene Polymers
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Autores:
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Sánchez Grande, Ana ;
De la Torre, Bruno ;
Santos, José ;
Cirera, Borja ;
Lauwaet, Koen ;
Chutora, Taras ;
Edalatmanesh, Shayan ;
Rosen, Johanna ;
Zboril, Radek ;
Miranda, Rodolfo ;
Björk, Jonas ;
Jelínek, Pavel ;
Martín, Nazario ;
Ecija, David
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Tipo de documento:
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texto impreso
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Editorial:
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Wiley-VCH, 2019-05
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Dimensiones:
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application/pdf
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Nota general:
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info:eu-repo/semantics/openAccess
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Idiomas:
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Palabras clave:
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Estado = Publicado
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Materia = Ciencias: Química: Química orgánica
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Tipo = Artículo
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Resumen:
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Engineering low-band-gap p-conjugated polymers is a growing area in basic and applied research. The main synthetic challenge lies in the solubility of the starting materials, which precludes advancements in the field. Here, we report an on-surface synthesis protocol to overcome such difficulties and produce poly(p-anthracene ethynylene) molecular wires on Au(111). To this aim, a quinoid anthracene precursor with =CBr2 moieties is deposited and annealed to 400 K, resulting in anthracene-based polymers. High-resolution nc-AFM measurements confirm the nature of the ethynylene-bridge bond between the anthracene moieties. Theoretical simulations illustrate the mechanism of the chemical reaction, highlighting three major steps: dehalogenation, diffusion of surface-stabilized carbenes, and homocoupling, which enables the formation of an ethynylene bridge. Our results introduce a novel chemical protocol to design p-conjugated polymers based on oligoacene precursors and pave new avenues for advancing the emerging field of on-surface synthesis.
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En línea:
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https://eprints.ucm.es/id/eprint/58526/3/Angew.%20Chem.%20Int.%20Ed.%202019%2C%2058%2C%20%206559%E2%80%936563%20%281%29.pdf
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