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RESEARCH PRODUCT
Linear Triphosphines as Ligands for Metal Complexes Immobilization in Ionic Liquids: Palladium-Catalyzed Methoxylation of Alkynes
Hélène CatteyJacques AndrieuLydie HarmandSamer SalehMichel PicquetJean-cyrille Hiersosubject
inorganic chemicalschemistry.chemical_elementCombinatorial chemistryTriphosCatalysisMetalchemistry.chemical_compoundchemistryPhenylacetylenevisual_artIonic liquidvisual_art.visual_art_mediumOrganic chemistryMethanolSelectivityPalladiumdescription
Several novel palladium triphosphine complexes have been synthesized and tested as recyclable catalysts for the methoxylation of alkynes into acetals in ionic liquids. A complete conversion of phenylacetylene was achieved with only 0.2% of (Pd(Triphos)NCMe)((PF6)2) in a methanol/(BMIM)(BF4) mixture. We discovered that the addition of an ionic liquid to methanol allowed not only to increase the activity of the palladium catalyst but also to provide a recyclable catalyst which can be reused several times with a weaker drop of activity. To complete these catalytic studies, we describe the synthesis of the first poor -electron-donating/strong -electron-acceptor linear Triphosphine which, after palladium coordination, led to a better selectivity compared to its Triphos analogue. The performances of recovered ionic liquid re- action mixtures show for the first time that P-tridentate ligands efficiently immobilize palladium catalysts and lead to se- lective catalytic systems benign for environment.
year | journal | country | edition | language |
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2012-01-19 | The Open Organic Chemistry Journal |