Exploring the impact of select anchor groups for norbornadiene/quadricyclane single-molecule switches

To achieve the ultimate limit of device miniaturization, it is necessary to have a comprehensive understanding of the structure-property relationship in functional molecular systems used in single-molecule electronics. This study reports the synthesis and characterization of a novel series of norbor...

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Detalles Bibliográficos
Autores: Ghasemi, Shima, Ornago, Luca, Liasi, Zacharias, Johansen, Magnus Bukhave, Buchwald, Theo Juncker von, Hillers-Bendtsen, Andreas Erbs, Poel, Sebastiaan van der, Hölzel, Helen, Wang, Zhihang, Amombo Noa, Francoise M., Öhrström, Lars, Mikkelsen, Kurt V., Zant, Herre S.J. van der, Lara Avila, Samuel, Moth-Poulsen, Kasper
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/341521
Acceso en línea:http://hdl.handle.net/10261/341521
https://api.elsevier.com/content/abstract/scopus_id/85175265367
Access Level:acceso abierto
Palabra clave:Charge-transport
Conductance
Norbornadiene
Descripción
Sumario:To achieve the ultimate limit of device miniaturization, it is necessary to have a comprehensive understanding of the structure-property relationship in functional molecular systems used in single-molecule electronics. This study reports the synthesis and characterization of a novel series of norbornadiene derivatives capped with thioether and thioester anchor groups. Utilizing the mechanically controllable break junction technique, the impact of these capping groups on conductance across single-molecule junctions is investigated. Among the selection of anchor groups, norbornadiene capped with thioacetate and tert-butyl groups exhibits higher conductance (G ≈ 4 × 10−4 G0) compared to methyl thioether (G ≈ 2 × 10−4 G0). Electronic transmission through the considered set of single-molecule junctions has been simulated. The computational results for electron transport across these junctions align closely with the experimental findings, with the thioacetate- and tert-butyl-substituted systems outperforming the methyl thioether-capped derivative. In terms of junction stability, the methyl thioether-capped system is the most resilient, maintaining consistent conductance even after approximately 10 000 cycles. Meanwhile, the likelihood of observing molecular plateaus in both the thioacetate- and tert-butyl-substituted systems declines over time. These findings substantially advance both the design and understanding of functional molecular systems in the realm of single-molecule electronics, particularly in the context of molecular photoswitches.