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Metal-Free on-Surface Photochemical Homocoupling of Terminal Alkynes.
J Am Chem Soc ; 138(32): 10151-6, 2016 08 17.
Artigo em Inglês | MEDLINE | ID: mdl-27437555
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.

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Texto completo: Disponível Coleções: Bases de dados internacionais Base de dados: MEDLINE Idioma: Inglês Revista: J Am Chem Soc Ano de publicação: 2016 Tipo de documento: Artigo País de afiliação: Itália