title: Metal-Free on-Surface Photochemical Homocoupling of Terminal Alkynes.
abstract: On-surface synthesis involving the homocoupling of aryl-alkynes affords the buildup of bisacetylene derivatives directly at surfaces, which in turn may be further used as ingredients for the production of novel functional materials. Generally, homocoupling of terminal alkynes takes place by thermal activation of molecular precursors on metal surfaces. However, the interaction of alkynes with surface metal atoms often induces unwanted reaction pathways when thermal energy is provided to the system. In this contribution we report about light-induced metal-free homocoupling of terminal alkynes on highly oriented pyrolitic graphite (HOPG). The reaction occurred with high efficiency and selectivity within a self-assembled monolayer (SAM) of aryl-alkynes and led to the generation of large domains of ordered butadiynyl derivatives. Such a photochemical uncatalyzed pathway represents an original approach in the field of topological C-C coupling at the solid/liquid interface.
authors.affiliation: Dipartimento di Scienze Chimiche, Università di Padova , Via Marzolo 1, 35131 Padova, Italy.|CNR-ICMATE, Via Marzolo 1, 35131 Padova, Italy.
authors.forename: Luciano
authors.initials: L
authors.lastname: Colazzo
authors.affiliation: Dipartimento di Scienze Chimiche, Università di Padova , Via Marzolo 1, 35131 Padova, Italy.
authors.forename: Francesco
authors.initials: F
authors.lastname: Sedona
authors.affiliation: Dipartimento di Scienze Chimiche, Università di Padova , Via Marzolo 1, 35131 Padova, Italy.
authors.forename: Alessandro
authors.initials: A
authors.lastname: Moretto
authors.affiliation: Dipartimento di Scienze Chimiche, Università di Padova , Via Marzolo 1, 35131 Padova, Italy.|CNR-ICMATE, Via Marzolo 1, 35131 Padova, Italy.
authors.forename: Maurizio
authors.initials: M
authors.lastname: Casarin
authors.affiliation: Dipartimento di Scienze Chimiche, Università di Padova , Via Marzolo 1, 35131 Padova, Italy.|Consorzio INSTM, Unità di Ricerca di Padova , Via Marzolo 1, 35131 Padova, Italy.
authors.forename: Mauro
authors.initials: M
authors.lastname: Sambi