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Supramolecular spangling, crocheting, and knitting of functionalized pyrene molecules on a silver surface

Kaposi, Tobias, Joshi, Sushobhan, Hoh, Tobias, Wiengarten, Alissa, Seufert, Knud, Paszkiewicz, Matheusz, Klappenberger, Florian, Ecija, David, Đorđević, Luka, Marangoni, Tomas, Bonifazi, Davide ORCID: https://orcid.org/0000-0001-5717-0121, Barth, Johannes V. and Auwärter, Willi 2016. Supramolecular spangling, crocheting, and knitting of functionalized pyrene molecules on a silver surface. ACS Nano 10 (8) , pp. 7665-7674. 10.1021/acsnano.6b02989

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Abstract

Pyrenes, as photoactive polycyclic aromatic hydrocarbons (PAHs), represent promising modules for the bottom-up assembly of functional nanostructures. Here, we introduce the synthesis of a family of pyrene derivatives peripherally functionalized with pyridin-4-ylethynyl termini and comprehensively characterize their self-assembly abilities on a smooth Ag(111) support by scanning tunneling microscopy. By deliberate selection of number and geometric positioning of the pyridyl-terminated substituents, two-dimensional arrays, one-dimensional coordination chains, and chiral, porous kagomé-type networks can be tailored. A comparison to phenyl-functionalized reference pyrenes, not supporting the self-assembly of ordered structures at low coverage, highlights the role of the pyridyl moieties for supramolecular crocheting and knitting. Furthermore, we demonstrate the selective spangling of pores in the two-dimensional pyrene assemblies by a distinct number of iodine atoms as guests by atomically resolved imaging and complementary X-ray photoelectron spectroscopy.

Item Type: Article
Date Type: Published Online
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Publisher: American Chemical Society
ISSN: 1936-0851
Funders: European Research Council
Date of First Compliant Deposit: 9 September 2016
Date of Acceptance: 3 August 2016
Last Modified: 02 Dec 2022 09:49
URI: https://orca.cardiff.ac.uk/id/eprint/94399

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