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Polymers 2011, 3(1), 545-557; doi:10.3390/polym3010545

The Challenge of Synthesizing Oligomers for Molecular Wires

Risø National Laboratory for Sustainable Energy, Technical University of Denmark, Frederiksborgvej 399, DK-4000 Roskilde, Denmark
* Author to whom correspondence should be addressed.
Received: 17 January 2011 / Revised: 6 February 2011 / Accepted: 23 February 2011 / Published: 28 February 2011
(This article belongs to the Special Issue Single Molecular Wire)
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Controlling the size of the oligomer and introducing functional groups at the ends of the oligomer that allow it to react with separate electrodes are critical issues when preparing materials for molecular wires. We demonstrate a general synthetic approach to oligophenylenevinylene (OPV) derivative molecules with a molecular length up to 9–10 nm which allow for the introduction of aromatic thioacetate functionality in fully conjugated oligomer systems. Oligomers containing 3–15 phenyl units were synthesized by step wise Horner-Wadsworth-Emmons (HWE) reactions of a bifunctional OPV-monomer, which demonstrated good control of the size of the OPVs. Workup after each reaction step ensures a high purity of the final products. End group functionalization was introduced as a last step.
Keywords: molecular wire; oligomer; oligophenylenevinylene; aromatic thioacetate molecular wire; oligomer; oligophenylenevinylene; aromatic thioacetate
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Søndergaard, R.; Krebs, F.C. The Challenge of Synthesizing Oligomers for Molecular Wires. Polymers 2011, 3, 545-557.

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