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

Abstract

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, WeinheimIn 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