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

Zhao, Xiaotao; Huang, Cancan; Gulcur, Murat; Batsanov, Andrei S.; Baghernejad, Masoud; Hong, Wenjing; Bryce, Martin R.; Wandlowski, Thomas (2013). Oligo(aryleneethynylene)s with Terminal Pyridyl Groups: Synthesis and Length Dependence of the Tunneling-to-Hopping Transition of Single-Molecule Conductances. Chemistry of materials, 25(21), pp. 4340-4347. American Chemical Society 10.1021/cm4029484

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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.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Huang, Cancan, Baghernejad, Masoud, Hong, Wenjing, Wandlowski, Thomas

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

0897-4756

Publisher:

American Chemical Society

Language:

English

Submitter:

Wenjing Hong

Date Deposited:

16 Jan 2014 11:02

Last Modified:

05 Dec 2022 14:27

Publisher DOI:

10.1021/cm4029484

Uncontrolled Keywords:

molecular electronics, synthesis; oligomer, oligo(aryleneethynylene), single-molecule conductance, tunneling, hopping

BORIS DOI:

10.7892/boris.39862

URI:

https://boris.unibe.ch/id/eprint/39862

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