Mechanical Fixation by Porphyrin Connection
Synthesis and Transport Studies of a Bicyclic Dimer
Patrick Zwick (University of Basel)
Kevin J. Weiland (University of Basel)
Juraj Malinčík (University of Basel)
Davide Stefani (TU Delft - QN/van der Zant Lab, Kavli institute of nanoscience Delft)
Daniel Häussinger (University of Basel)
Herre S.J. Van Der Zant (Kavli institute of nanoscience Delft, TU Delft - QN/van der Zant Lab)
Diana Dulić (Universidad de Chile)
Marcel Mayor (University of Basel, Sun Yat-sen University, Karlsruhe Institut für Technologie)
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Abstract
The bowl-shaped, 3-fold interlinked porphyrin dimer 2 was obtained in respectable yields during macrocyclization attempts. Its bicyclic structure, consisting of a macrocycle made of a pair of acetylene interlinked tetraphenylporphyrins which are additionally linked by a C-C bond interlinking two pyrrole subunits, has been confirmed spectroscopically (2D-NMR, UV/vis, HR-MALDI-ToF MS). Late-stage functionalization provided the structural analogue 1 with acetyl-protected terminal thiol anchor groups enabling single molecule transport investigations in a mechanically controlled break junction experiment. The formation of single-molecule junctions was observed, displaying large variations in the observed conductance values pointing at a rich diversity in the molecular junctions.