Effects of pore modification on the templating of guest molecules in a 2D honeycomb network

Abstract

1,7-Diadamantanethioperylene-3,4:9,10-tetracarboxylic diimide, (Ad-S)₂–PTCDI, adsorbed on Au(111) from solution was investigated by scanning tunneling microscopy (STM) and X-ray photoelectron spectroscopy (XPS). (Ad-S)₂–PTCDI forms a well-ordered monolayer whose structure is described by a (2√63 × √19)R19.1° chiral unit cell containing four molecules. Codeposition of (Ad-S)₂–PTCDI with 1,3,5-triazine-2,4,6-triamine (melamine) yields a honeycomb network whose (7√3 × 7√3)R30° unit cell is identical to the unsubstituted PTCDI/melamine analogue. The effect of the adamantyl thioether moieties on the adsorption of guest molecules is investigated using adamantane thiol and C₆₀. While the thioether units do not affect the packing of adamantane thiol molecules a pronounced influence is seen in the case of fullerene. Pore modification involving different combinations of enantiomers of (Ad-S)₂–PTCDI give rise to distinctly different arrangements of C₆₀ molecules. The diversity of patterns is further increased by the presence of unsubstituted PTCDI molecules.