Salome L. Heim, Almudena Gallego, Valeria Bertozzi, Sebastiaan van der Poel, Luca Ornago, Alessandro Prescimone, Herre S. J. van der Zant, Marcel Mayor
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引用次数: 0
Abstract
To investigate interference phenomena and conductance properties in mechanically controlled break junctions (MCBJs), macrocycles 1 and 2 (BMCs: for BenzeneMacroCycles), containing a meta-substituted benzene moiety with solubilizing tert-butyl groups, as well as structures 3 and 4 (TMCs: for ThiopheneMacroCycles), featuring 2,5-connected 3,4-hexyl-thiophene corners, were synthesized. Macrocycles 1 and 2 respectively 3 and 4 differ in the positions of the acetyl-protected sulfur anchoring groups, which impacts both, the individual transport efficiency of their parallel electronic pathways and their overall molecular wire lengths. All macrocycles were synthesized based on a series of Sonogashira cross-coupling reactions. For 3 and 4, a 2-(4-pyridinyl)ethyl protecting group for the sulfur atoms was successful, while for macrocycles 1 and 2 the more common tert-butyl protecting group did the job. To our delight, proof-of-concept charge transport studies conducted in an MCBJ setup demonstrated the expected trends regarding improved conductance intensities for the TMCs compared to the BMCs. Furthermore, the corresponding molecular plateaus from the breaking experiments were in the expected length range of the S-S distances for all compounds. We also found that the overall conductance seems to follow a more complex transport mechanism than just the sum of contributions from both channels.
期刊介绍:
The European Journal of Organic Chemistry (2019 ISI Impact Factor 2.889) publishes Full Papers, Communications, and Minireviews from the entire spectrum of synthetic organic, bioorganic and physical-organic chemistry. It is published on behalf of Chemistry Europe, an association of 16 European chemical societies.
The following journals have been merged to form two leading journals, the European Journal of Organic Chemistry and the European Journal of Inorganic Chemistry:
Liebigs Annalen
Bulletin des Sociétés Chimiques Belges
Bulletin de la Société Chimique de France
Gazzetta Chimica Italiana
Recueil des Travaux Chimiques des Pays-Bas
Anales de Química
Chimika Chronika
Revista Portuguesa de Química
ACH—Models in Chemistry
Polish Journal of Chemistry.