jo9b02327_si_001.pdf (2.75 MB)
Mechanical Fixation by Porphyrin Connection: Synthesis and Transport Studies of a Bicyclic Dimer
journal contribution
posted on 2019-11-14, 21:19 authored by Patrick Zwick, Kevin J. Weiland, Juraj Malinčík, Davide Stefani, Daniel Häussinger, Herre S. J. van der Zant, Diana Dulić, Marcel MayorThe 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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Transport StudiesPorphyrin Connectionconductance valuesmolecule transport investigationsbicyclic structureBicyclic Dimermacrocyclization attemptsjunction experimentMechanical Fixationpyrrole subunitsMSD-NMRsingle-molecule junctionsacetyl-protected terminal thiol anchor groupsUVLate-stage functionalizationanalogue 1porphyrin dimer 2
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