Molecular Conductance through a Quadruple-Hydrogen-Bond-Bridged Supramolecular Junction

Lin Wang; Zhong-Liang Gong; Shu-Ying Li; Wenjing Hong; Yu-Wu Zhong; Dong Wang; Li-Jun Wan

doi:10.1002/anie.201605622

Molecular Conductance through a Quadruple-Hydrogen-Bond-Bridged Supramolecular Junction

Angew Chem Int Ed Engl. 2016 Sep 26;55(40):12393-7. doi: 10.1002/anie.201605622. Epub 2016 Aug 31.

Authors

Lin Wang^{1

2

3}, Zhong-Liang Gong^{4

2}, Shu-Ying Li^{1

2}, Wenjing Hong^{5

6}, Yu-Wu Zhong^{7

8}, Dong Wang^{9

10}, Li-Jun Wan^{1

2}

Affiliations

¹ Key Laboratory of Molecular Nanostructure and Nanotechnology, Institute of Chemistry, Chinese Academy of Sciences and Beijing National Laboratory for Molecular Sciences, Beijing, 100190, P.R. China.
² University of the Chinese Academy of Sciences, Beijing, 100049, P.R. China.
³ Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, 3012, Bern, Switzerland.
⁴ CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences and, Beijing National Laboratory for Molecular Sciences, Beijing, 100190, P.R. China.
⁵ Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, 3012, Bern, Switzerland. whong@xmu.edu.cn.
⁶ Department of Chemical and Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, P.R. China. whong@xmu.edu.cn.
⁷ CAS Key Laboratory of Photochemistry, Institute of Chemistry, Chinese Academy of Sciences and, Beijing National Laboratory for Molecular Sciences, Beijing, 100190, P.R. China. zhongyuwu@iccas.ac.cn.
⁸ University of the Chinese Academy of Sciences, Beijing, 100049, P.R. China. zhongyuwu@iccas.ac.cn.
⁹ Key Laboratory of Molecular Nanostructure and Nanotechnology, Institute of Chemistry, Chinese Academy of Sciences and Beijing National Laboratory for Molecular Sciences, Beijing, 100190, P.R. China. wangd@iccas.ac.cn.
¹⁰ University of the Chinese Academy of Sciences, Beijing, 100049, P.R. China. wangd@iccas.ac.cn.

PMID: 27576570
DOI: 10.1002/anie.201605622

Abstract

A series of self-complementary ureido pyrimidinedione (UPy) derivatives modified with different aurophilic anchoring groups were synthesized. Their electron transport properties through the quadruple hydrogen bonds in apolar solvent were probed employing the scanning tunneling microscopy break junction (STMBJ) technique. The molecule terminated with a thiol shows the optimal electron transport properties, with a statistical conductance value that approaches 10(-3) G0 . The (1) H NMR spectra and control experiments verify the formation of quadruple hydrogen bonds, which can be effectively modulated by the polarity of the solvent environment. These findings provide a new design strategy for supramolecular circuit elements in molecular electronics.

Keywords: electron transport; hydrogen bonds; molecular electronics; single-molecule junctions.

Publication types

Research Support, Non-U.S. Gov't