Combining palladium complex and organic amine on graphene oxide for promoted Tsuji–Trost allylation

Abstract

In this study, we develop a facile strategy to combine an organic amine with a palladium complex on graphene oxide (GO) as a cooperative catalyst for Tsuji–Trost allylation. A tertiary amine and palladium–diamine complex are simultaneously immobilized on a GO support through silylation and further in situ coordination processes. PdCl₂ is employed as the palladium precursor, with no necessity for extra coordination ligands. Various characterizations confirm the successful preparation of the cooperative supported catalyst (GO–NEt₂–2N–Pd). Systematic investigation reveals the immobilized palladium–diamine complex (GO–2N–Pd) with very low Pd loading is effective for Tsuji–Trost allylation, and incorporation of the tertiary amine shows a significant promoting effect towards the catalytic activity. GO–NEt₂–2N–Pd can be readily recovered and recycled several times without reduction of its efficiency. Its excellent performance should be ascribed to synergistic catalysis effect, excellent support properties, and robust immobilization interaction.