On-surface Photochemistry of Pre-ordered 1-Methyl-2-phenyl-acetylenes: C-H Bond Activation and Intermolecular Coupling on Highly Oriented Pyrolytic Graphite

JUNE 2019

Luciano Colazzo, Maurizio Casarin, Mauro Sambi, Francesco Sedona
ChemPhysChem, 20, 18, 2317-2321 (2019)


In this contribution we report on light‐induced metal‐free coupling of propynylbenzene molecular units on highly oriented pyrolytic graphite. The reaction occurs within the self‐assembled monolayer and leads to the generation of covalently coupled 1,5‐hexadiyne and para‐terphenyl derivatives under topological control. Such photochemical uncatalysed pathway represents an original approach in the field of topological C−C coupling at the solid/liquid interface and provides new insight into the low temperature formation of aromatic compounds at the surface of carbonaceous supports.