title: Supramolecular Spangling, Crocheting, and Knitting of Functionalized Pyrene Molecules on a Silver Surface.
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.
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: Tobias
authors: T
authors: Kaposi
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: Sushobhan
authors: S
authors: Joshi
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: Tobias
authors: T
authors: Hoh
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: Alissa
authors: A
authors: Wiengarten
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: Knud
authors: K
authors: Seufert
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: Matheusz
authors: M
authors: Paszkiewicz
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: Florian
authors: F
authors: Klappenberger
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: David
authors: D
authors: Ecija
authors: Department of Chemical and Pharmaceutical Sciences, INSTM UdR Trieste, University of Trieste , Piazzale Europa 1, 34127 Trieste, Italy.
authors: Luka
authors: L
authors: Đorđević
authors: Department of Chemical and Pharmaceutical Sciences, INSTM UdR Trieste, University of Trieste , Piazzale Europa 1, 34127 Trieste, Italy.
authors: Tomas
authors: T
authors: Marangoni
authors: Department of Chemical and Pharmaceutical Sciences, INSTM UdR Trieste, University of Trieste , Piazzale Europa 1, 34127 Trieste, Italy.|School of Chemistry, Cardiff University , Park Place, CF10 3AT Cardiff, United Kingdom.
authors: Davide
authors: D
authors: Bonifazi
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: Johannes V
authors: JV
authors: Barth
authors: Physik-Department E20, Technische Universität München , D-85748 Garching, Germany.
authors: Willi
authors: W
authors: Auwärter
keywords: X-ray photoelectron spectroscopy; halogens; host−guest systems on surfaces; polycyclic aromatic hydrocarbons; pyrene; scanning tunneling microscopy; supramolecular chemistry; surface science