Cyclopalladated Arylimine Self‐Assembly Films for Suzuki Reaction

Abstract

A series of cyclopalladated arylimine self‐assembly films were prepared through chemical grafting to substrates and used to catalyze a Suzuki coupling reaction. Atomic force microscopy, water contact angle analysis, cyclic voltammetry, scanning electron microscopy, attenuated total‐reflectance infrared, and X‐ray photoelectron spectroscopy were used to analyze the morphology and composition of the heterogeneous catalysts. The results show that these cyclopalladated arylimine self‐assembly films immobilized on substrates could be used as efficient and reusable heterogeneous catalysts in the Suzuki reaction of aryl bromides under open air conditions in aqueous solution. These catalysts exhibited 10 times the catalytic performance of the homogeneous counterpart. The palladium catalysts were grafted onto the internal surface of the round‐bottomed flasks. The reaction flasks acted as both reaction vessels and catalysts, which simplified the reaction operations. The catalysts were run over 8 cycles without showing any sign of deactivation, suggesting the potential of the catalysts as advanced functional materials with applications in the heterogeneous catalysis of Suzuki reactions.

The mechanism of a self-assembled Pd(ferrocenylimine)–Si compound-catalysed Suzuki coupling reaction

“…Thus, an interaction exists between the reactants and supported catalyst films, which is consistent with previous studies. 19,41 These results indicated that is a heterogeneous catalyst catalyses the coupling reaction, which proceeded via a surface catalysis process.…”

“…18 The catalytic behaviour of a series of self-assembled Pd-arylimine complexes supported on silica in Suzuki coupling reactions has also been reported. 19 These synthesised catalysts show relatively high activity and stability in the long-term. However, a thorough study on the catalytic reaction mechanism has not been conducted yet.…”

Potential and challenges of zeolite chemistry in the catalytic conversion of biomass

“…25,[295][296][297] Recently, a cost profit of about 30%, providing that lignin is converted to value-added chemicals like phenolic monomers and oligomers, was showed. 298 In order to produce fuels from lignin, the phenolic monomers can be converted to alkanes (mono-and bicycloalkanes) or aromatics over bifunctional metal-loaded zeolites, like Pt on H-Y, H-beta or H-ZSM-5, [299][300][301] Pd/H-beta, 302 Ni/H-ZSM-5 [303][304][305][306] and Ru/H-ZSM-5, 307 or over a combination of a redox catalyst and a zeolite, like Pd/C and H-ZSM-5 308 or La/H-beta. 309 These transformations involve a series of reactions like hydrolysis, View Article Online dehydration, hydrogenation, cracking, alkylation and dealkylation.…”

Convenient Access to C10‐ and C11‐(di)arylated dibenzo[b,f]azepines via Palladium‐catalyzed C−H Bonds Cleavages

“…We initially examined the influence of the nature of the base for the arylation of 5‐propyldibenzo[ b , f ]azepine, based on conditions that we had previously employed for the direct arylation of (hetero)aromatics . The use of 2 mol% PdCl(C 3 H 5 )(dppb) as catalyst [dppb: 1,4‐bis(diphenylphosphino)butane], KOAc as base in DMA with 1.2 equiv.…”