TY - JOUR
T1 - Mechanical Fixation by Porphyrin Connection
T2 - Synthesis and Transport Studies of a Bicyclic Dimer
AU - Zwick, Patrick
AU - Weiland, Kevin J.
AU - Malinčík, Juraj
AU - Stefani, Davide
AU - Häussinger, Daniel
AU - Van Der Zant, Herre S.J.
AU - Dulić, Diana
AU - Mayor, Marcel
N1 - Green Open Access added to TU Delft Institutional Repository ‘You share, we take care!’ – Taverne project https://www.openaccess.nl/en/you-share-we-take-care Otherwise as indicated in the copyright section: the publisher is the copyright holder of this work and the author uses the Dutch legislation to make this work public.
PY - 2019
Y1 - 2019
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85075547062&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.9b02327
DO - 10.1021/acs.joc.9b02327
M3 - Article
C2 - 31687814
AN - SCOPUS:85075547062
SN - 0022-3263
VL - 85
SP - 118
EP - 128
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 1
ER -