Mechanical Fixation by Porphyrin Connection

Synthesis and Transport Studies of a Bicyclic Dimer

Journal article (2019)

Authors

Patrick Zwick University of Basel
Kevin J. Weiland University of Basel
Juraj Malinčík University of Basel
D. Stefani Kavli institute of nanoscience Delft, QN/van der Zant Lab - AS
Daniel Häussinger University of Basel
H.S.J. van der Zant Kavli institute of nanoscience Delft, QN/van der Zant Lab - AS
Diana Dulić Universidad de Chile
Marcel Mayor University of Basel, Karlsruhe Institut für Technologie, Sun Yat-sen University
Research Group
QN/van der Zant Lab (AS) (TU Delft)
Copyright: © 2019 Patrick Zwick, Kevin J. Weiland, Juraj Malinčík, D. Stefani, Daniel Häussinger, H.S.J. van der Zant, Diana Dulić, Marcel Mayor
DOI: https://doi.org/10.1021/acs.joc.9b02327
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Published Date

2019

Language

English

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Faculty

Applied Sciences

Department

QN/Quantum Nanoscience

Research Group

QN/van der Zant Lab

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.

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