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. 2018 Nov 19;57(47):15481-15485.
doi: 10.1002/anie.201809258. Epub 2018 Oct 23.

A Supramolecular Approach to the Preparation of Nanographene Adlayers Using Water-Soluble Molecular Capsules

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A Supramolecular Approach to the Preparation of Nanographene Adlayers Using Water-Soluble Molecular Capsules

Sakura Origuchi et al. Angew Chem Int Ed Engl. .

Abstract

Polycyclic aromatic hydrocarbons (PAHs) are excellent building blocks for the creation of two-dimensional (2D) nanosheets. However, large PAHs tend to exhibit poor or no solubility in organic solvents and water. To overcome this issue, we employed water-soluble micellar capsules consisting of V-shaped amphiphilic molecules. Characteristic electrochemical behavior was observed in 0.1 m H2 SO4 in the presence of the water-soluble capsules containing PAHs, such as ovalene, circobiphenyl, and dicoronylene. Furthermore, under these conditions, PAHs were released from the capsules, resulting in the formation of a 2D adlayer of PAHs at the electrochemical interface. Finally, using electrochemical scanning tunneling microscopy, we demonstrate that our molecular containers based on water-soluble molecular capsules allow the facile preparation of 2D PAH adlayers in addition to structurally controlling nanostructure formation on Au surfaces.

Keywords: host-guest systems; nanostructures; polycyclic aromatic hydrocarbons; scanning probe microscopy; solid-liquid interfaces.

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