Toward Multiple Conductance Pathways with Heterocycle-Based Oligo(phenyleneethynylene) Derivatives

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• 作者：Delia Miguel ; Luis 脕lvarez de Cienfuegos ; Ana Mart铆n-Lasanta ; Sara P. Morcillo ; Linda A. Zotti ; Edmund Leary ; Marius B眉rkle ; Yoshihiro Asai ; Roc铆o Jurado ; Diego J. C谩rdenas ; Gabino Rubio-Bollinger ; Nicol谩s Agra茂t ; Juan M. Cuerva ; M. Teresa Gonz谩lez
• 刊名：Journal of the American Chemical Society
• 出版年：2015
• 出版时间：November 4, 2015
• 年：2015
• 卷：137
• 期：43
• 页码：13818-13826
• 全文大小：534K
• ISSN：1520-5126

文摘

In this paper, we have systematically studied how the replacement of a benzene ring by a heterocyclic compound in oligo(phenyleneethynylene) (OPE) derivatives affects the conductance of a molecular wire using the scanning tunneling microscope-based break junction technique. We describe for the first time how OPE derivatives with a central pyrimidine ring can efficiently link to the gold electrode by two pathways presenting two different conductance G values. We have demonstrated that this effect is associated with the presence of two efficient conductive pathways of different length: the conventional end-to-end configuration, and another with one of the electrodes linked directly to the central ring. This represents one of the few examples in which two defined conductive states can be set up in a single molecule without the aid of an external stimulus. Moreover, we have observed that the conductance through the full length of the heterocycle-based OPEs is basically unaffected by the presence of the heterocycle. All these results and the simplicity of the proposed molecules push forward the development of compounds with multiple conductance pathways, which would be a breakthrough in the field of molecular electronics.