Selective on-surface covalent coupling based on metal-organic coordination template

Shuaipeng Xing, Zhe Zhang, Xiyu Fei, Wei Zhao, Ran Zhang, Tao Lin, Danli Zhao, Huanxin Ju, Hu Xu (), Jian Fan (), Junfa Zhu, Yu-qiang Ma () and Ziliang Shi ()
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Shuaipeng Xing: Soochow University
Zhe Zhang: Southern University of Science and Technology
Xiyu Fei: Soochow University
Wei Zhao: Shenzhen University
Ran Zhang: The Hong Kong University of Science and Technology
Tao Lin: Shenzhen Technology University
Danli Zhao: Soochow University
Huanxin Ju: University of Science and Technology of China
Hu Xu: Southern University of Science and Technology
Jian Fan: Soochow University
Junfa Zhu: University of Science and Technology of China
Yu-qiang Ma: Soochow University
Ziliang Shi: Soochow University

Nature Communications, 2019, vol. 10, issue 1, 1-10

Abstract: Abstract Control over on-surface reaction pathways is crucial but challenging for the precise construction of conjugated nanostructures at the atomic level. Herein we demonstrate a selective on-surface covalent coupling reaction that is templated by metal-organic coordinative bonding, and achieve a porous nitrogen-doped carbon nanoribbon structure. In contrast to the inhomogeneous polymorphic structures resulting from the debrominated aryl-aryl coupling reaction on Au(111), the incorporation of an Fe-terpyridine (tpy) coordination motif into the on-surface reaction controls the molecular conformation, guides the reaction pathway, and finally yields pure organic sexipyridine-p-phenylene nanoribbons. Emergent molecular conformers and reaction products in the reaction pathways are revealed by scanning tunneling microscopy, density functional theory calculations and X-ray photoelectron spectroscopy, demonstrating the template effect of Fe-tpy coordination on the on-surface covalent coupling. Our approach opens an avenue for the rational design and synthesis of functional conjugated nanomaterials with atomic precision.

Date: 2019
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DOI: 10.1038/s41467-018-07933-0

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