Mechanical Fixation by Porphyrin Connection: Synthesis and Transport Studies of a Bicyclic Dimer
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. ; European Union (EU): SEP 210165479. FET open project QuIET: 767187. Swiss National Science Foundation (SNSF): 200020-178808. Ministry of Education, China - 111 Project: 90002-18011002. Comisión Nacional de Investigación Científica y Tecnológica (CONICYT), CONICYT FONDECYT: 1181080.