Immobilization of an Aminobisphosphine–PdII Complex over Graphene Oxide: An Efficient and Reusable Catalyst for Suzuki–Miyaura, Ullmann Coupling and Cyanation Reactions

다국어 초록 (Multilingual Abstract)

The grafting of an aminobis(phosphine)–PdII complex (PNP–PdII) [PdCl2{(Ph2P)2N(CH2)3Si(OMe)3}] (2) on graphene oxide (GO) has been carried out by a condensation reaction between methoxysilane groups of 2 and hydroxyl groups of GO. The composite material was characterized by FTIR spectroscopy , solid‐state 31P NMR spectroscopy, SEM, TEM, XPS and ICP‐AES techniques. All these tools support the clean immobilization of compound 2 on GO. The composite material showed high catalytic activity in Suzuki–Miyaura, Ullmann coupling and cyanation reactions. The heterogeneity of the composite was confirmed by a hot filtration test. The immobilized PNP–PdII shows comparable activity to its homogeneous analogue 2. The recycling ability of the catalyst was examined for five consecutive runs, which showed little or no reduction in its catalytic efficiency.
This article describes the first example of the grafting of an aminobis(phosphine)–PdII complex on graphene oxide (GO) using an efficient method and its utility in Suzuki–Miyaura, Ullmann coupling and cyanation reactions. The composite material shows high catalytic activity in the Suzuki reaction and aryl chlorides in the Ullmann reaction.