Mechanical Fixation by Porphyrin Connection: Synthesis and Transport Studies of a Bicyclic Dimer

Zwick P.; Weiland K.J.; Malin?ík J.; Stefani D.; Häussinger D.; Van Der Zant H.S.J.; Duli? D.; Mayor M.

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.

Más información

Título según WOS: Mechanical Fixation by Porphyrin Connection: Synthesis and Transport Studies of a Bicyclic Dimer
Título según SCOPUS: Mechanical Fixation by Porphyrin Connection: Synthesis and Transport Studies of a Bicyclic Dimer
Título de la Revista: Journal of Organic Chemistry
Volumen: 85
Número: 1
Editorial: American Chemical Society
Fecha de publicación: 2020
Página de inicio: 118
Página final: 128
Idioma: English
DOI:

10.1021/acs.joc.9b02327

Notas: ISI, SCOPUS