6533b81ffe1ef96bd1277be3

RESEARCH PRODUCT

Cross-Linked Imidazolium Salts as Scavengers for Palladium.

Francesco GiacaloneSantino OrecchioRoberto BuscemiMichelangelo Gruttadauria

subject

inorganic chemicalsActive ingredientSilica gelchemistry.chemical_elementGeneral ChemistrySettore CHIM/06 - Chimica OrganicaScavenger (chemistry)chemistry.chemical_compoundchemistrySuzuki reactionIonic liquidOrganic chemistryEthylene glycolcross-coupling imidazolium salts ionic liquids palladium supported catalystsPalladium

description

Five imidazolium-based materials have been synthesised and used for the first time as palladium scavengers. Radical reactions of suitable bis-vinylimidazolium salts led to a series of insoluble materials through homo-polymerisation, immobilisation with a 3-mercaptopropyl-modified silica gel or co-polymerisation with ethylene glycol dimethylacrylate. These materials were screened as palladium scavengers with a set of palladium(0) and palladium(II) compounds in different solvents and at different starting amounts of palladium. In many cases, residual amounts of palladium were lower than 5 ppm, as requested for the manufacture of active pharmaceutical ingredients and fine chemicals. The application of one of these materials as a palladium scavenger in a Suzuki coupling reaction resulted in a 29-fold abatement of the palladium content in the final product with respect to the control reaction.

10.1002/cplu.201300361https://pubmed.ncbi.nlm.nih.gov/31986604