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.

DOI: 10.1021/acsnano.6b02989

Cite this paper

@article{Kaposi2016SupramolecularSC, title={Supramolecular Spangling, Crocheting, and Knitting of Functionalized Pyrene Molecules on a Silver Surface.}, author={Tobias Kaposi and Sushobhan Joshi and Tobias Hoh and Alissa Wiengarten and Knud Seufert and Matheusz Paszkiewicz and Florian Klappenberger and David Ecija and Luka Đorđevi{\'c} and Tomas Marangoni and Davide Bonifazi and Johannes V Barth and Willi Auw{\"a}rter}, journal={ACS nano}, year={2016}, volume={10 8}, pages={7665-74} }