In the last 30 years, C–C cross coupling reactions have become a reliable technique in organic synthesis due their versatility and efficiency. While drawbacks have been experienced on an industrial scale with the use of homogenous systems, many attempts have been made to facilitate a heterogeneous renaissance. Thus, this review gives an overview of the current status of the use of heterogeneous catalysts particularly in Suzuki and Heck reactions. Most recent developments focus on palladium immobilised or supported on various classes of supports, thus this review highlights and discuss contributions of the last decade.
This work describes Ce0.89Zr0.03Pd0.08O2-δ as a heterogeneous catalyst for Heck-Mizoroki reactions. The material was synthesised by urea-assisted solution combustion to give a zirconium-stabilised cerium fluorite structure, with a fraction of palladium incorporated into the host structure. Characterisation techniques included ICP-OES, P-XRD and electron microscopy. The catalyst illustrated a high TOF of 1860 h−1 for the cross-coupling of iodobenzene with methyl acrylate, when trimethylamine (TEA) was used as a base and dimethylformamide (DMF) as the solvent at 130 °C. To establish the activity of coupling pairs, screening was limited to aryliodobenzenes, with various electronic properties, to determine the influence of aryliodobenzene electronic density on the trans product yield. Electron-donating substituents showed good yields, while electron-withdrawing groups had lower yields. Furthermore, various classes of electron-deficient olefins were screened to determine any effect on the trans product yield. Electron-deficient olefins showed higher yields with regard to the trans product than neutral styrene.
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