Mono- and multilayers of molecular spoked carbazole wheels on graphite

Beilstein J Org Chem. 2014 Nov 27:10:2783-8. doi: 10.3762/bjoc.10.295. eCollection 2014.

Abstract

Self-assembled monolayers of a molecular spoked wheel (a shape-persistent macrocycle with an intraannular spoke/hub system) and its synthetic precursor are investigated by scanning tunneling microscopy (STM) at the liquid/solid interface of 1-octanoic acid and highly oriented pyrolytic graphite. The submolecularly resolved STM images reveal that the molecules indeed behave as more or less rigid objects of certain sizes and shapes - depending on their chemical structures. In addition, the images provide insight into the multilayer growth of the molecular spoked wheels (MSWs), where the first adlayer acts as a template for the commensurate adsorption of molecules in the second layer.

Keywords: molecular spoked wheels; scanning tunneling microscopy; self-assembled monolayers; solid/liquid interface; template.