The Use of Ordered Porous Solids as Support Materials in Palladium‐Catalyzed Cross‐Coupling Reactions

Molnár, Árpàd

doi:10.1002/9783527648283.ch4

Cited by 3 publications

(1 citation statement)

References 184 publications

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“…Suzuki-Miyaura cross-coupling has been reported using Pd-containing solids like Pd/hydrotalcite catalysts, 122 Pd exchanged on oxides, 123 metal oxides and aluminosilicates, 124 silica-supported Pd, 73 Pd loaded on dealuminated Y zeolites 125 and Pd-supported on ordered porous solids. 126 However, the catalytic activity of Pd on these inorganic supports is limited in scope and sometimes show poor catalyst stability.…”

Section: Suzuki-miyaura Cross-couplingmentioning

confidence: 99%

Metal–organic frameworks catalyzed C–C and C–heteroatom coupling reactions

2015

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Metal organic frameworks (MOFs) are porous crystalline solids whose structure is formed by metal ions or clusters of a few metal ions held in place by bi- or multipodal organic linkers. In some cases, the metal nodes in MOFs have exchangeable coordination positions that allow them to participate as active sites promoting organic reactions. There is much current interest in exploiting the advantages that MOFs offer as catalysts, including a large surface area, high metal content, flexibility in the design of the active sites in the framework, together with the easy synthesis of these materials. In the present review we describe the use of MOFs as catalysts to promote cross-coupling reactions involving organometallic reaction intermediates and catalysis by Lewis acid sites. These types of reactions are of large synthetic utility due to the high yields achieved, mild conditions and compatibility with other functional groups. The content includes C-C bond forming reactions, such as Suzuki-Miyaura, Mizoroki-Heck, Sonogashira, Stille and Ullmann, but also C-O and C-N cross-couplings. The final section summarizes our views on future developments and targets in these types of reactions. The core of the review is references that have appeared in 2010 or after, which give an idea of the novelty and current interest in this area.

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Section: Suzuki-miyaura Cross-couplingmentioning

confidence: 99%

Metal–organic frameworks catalyzed C–C and C–heteroatom coupling reactions

2015

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Electrostatic Grafting of a Palladium N‐Heterocyclic Carbene Catalyst on a Periodic Mesoporous Organosilica and its Application in the Suzuki–Miyaura Reaction

et al. 2015

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A periodic mesoporous organosilica material functionalized with a Pd N‐heterocyclic carbene complex was synthesized by applying an electrostatic grafting method. The resulting hybrid material was characterized by solid‐state 29Si and 13C cross‐polarization magic‐angle spinning NMR spectroscopy, XRD, thermogravimetric analysis, and BET measurements. The hybrid was applied as a catalyst for the Suzuki–Miyaura cross‐coupling between aryl chlorides and phenylboronic acid under heterogeneous and aerobic conditions. The supported catalyst exhibited excellent activity and stability and it could be reused at least six times without any loss of activity. Atomic absorption spectroscopy detected no Pd contamination in the products, and leaching tests verified that the reaction was truly heterogeneous.

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