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Oligo(aryleneethynylene)s with Terminal Pyridyl Groups: Synthesis and Length Dependence of the Tunnelling to Hopping Transition in Single-Molecule Conductances

Zhao, Xiaotao; Huang, Cancan; Gulcur, Murat; Batsanov, Andrei S.; Baghernejad, Masoud; Hong, Wenjing; Bryce, Martin R.; Wandlowski, Thomas

Oligo(aryleneethynylene)s with Terminal Pyridyl Groups: Synthesis and Length Dependence of the Tunnelling to Hopping Transition in Single-Molecule Conductances Thumbnail


Authors

Xiaotao Zhao

Cancan Huang

Murat Gulcur

Andrei S. Batsanov

Masoud Baghernejad

Wenjing Hong

Thomas Wandlowski



Abstract

The synthesis is reported of a new series of oligo(aryleneethynylene) (OAE) derivatives of up to ca. 6 nm in molecular length (OAE9) using iterative Pd-mediated Sonogashira cross-coupling methodology. The oligo-p-phenyleneethynylene cores of the molecular wires are functionalized at both termini with pyridyl units for attachment to gold leads. The molecular structures determined by single-crystal X-ray analysis are reported for OAE4, OAE5, OAE7, and OAE8a. The charge transport characteristics of derivatives OAE3–OAE9 in single-molecular junctions have been studied using the mechanically controlled break junction technique. The data demonstrate that the junction conductance decreases with increasing molecular length. A transition from coherent transport via tunneling to a hopping mechanism is found for OAE wires longer than ca. 3 nm.

Citation

Zhao, X., Huang, C., Gulcur, M., Batsanov, A. S., Baghernejad, M., Hong, W., …Wandlowski, T. (2013). Oligo(aryleneethynylene)s with Terminal Pyridyl Groups: Synthesis and Length Dependence of the Tunnelling to Hopping Transition in Single-Molecule Conductances. Chemistry of Materials, 25(21), 4340-4347. https://doi.org/10.1021/cm4029484

Journal Article Type Article
Publication Date Nov 12, 2013
Deposit Date Nov 24, 2014
Publicly Available Date Mar 29, 2024
Journal Chemistry of Materials
Print ISSN 0897-4756
Electronic ISSN 1520-5002
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 25
Issue 21
Pages 4340-4347
DOI https://doi.org/10.1021/cm4029484
Keywords Molecular electronics, Synthesis, Oligomer, Oligo(aryleneethynylene), Single-molecule conductance, Tunneling, Hopping.

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Copyright Statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Chemistry of Materials, copyright © 2013 American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://dx.doi.org/10.1021/cm4029484.





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