Formation of π-conjugated molecular arrays on silicon (001) surfaces by heteroatomic Diels–Alder chemistry

Chemical manipulation of multifunctional hydrocarbons on silicon surfaces

“…To examine this question and also to make sure that all the compound used is present exclusively in a diketone form, Hamers group also investigated the chemistry of 9,10-phenanthrenequinone on Si(100)-2×1 [245,247]. The use of this compound addresses several important questions, including the competition between the Diels-Alder-type chemistry and stability of a complex aromatic system.…”

One-dimensional organic nanostructures: A novel approach based on the selective adsorption of organic molecules on silicon nanowires

“…5a). Following the experimental work done by Fang et al and Hacker et al [13,14] as well as the first principle calculations performed by Hermann et al [15] on the adsorption of PQ on Si(0 0 1), we propose that an interaction occurs here between the Si dimers and the dicarbonyl group of the molecule via a specific chemical reaction so-called [4 + 2] cycloaddition. Such a reaction has been previously observed and well described between molecules containing a dicarbonyl or diene functions and Si surface dimers [16][17][18][19][20].…”

Electronic Excited States of Si(100) and Organic Molecules Adsorbed on Si(100)

“…9,10-Phenanthrenequinone (PQ) has been shown to react with the Si(100) surface through the oxygen atoms, forming a heteroatomic ring. 57 In contrast to benzene, the aromaticity of PQ is preserved on bonding to the surface. The excited states of PQ adsorbed on Si(100) have become a subject of interest recently due to RDS experiments of Hacker and Hamers.…”