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View Article and Find Full Text PDFThe influence of microwave and ultrasonic irradiation on the performance of ammonium-tagged Ru-based catalysts in olefin metathesis transformations in aqueous media was studied. Differences in the catalytic activity in correlation with the nature of the present counter ion and the size of the -heterocyclic carbene (NHC) ligand were revealed. The presented methodology allows for preparation of a variety of polar and non-polar metathesis products under environmentally friendly conditions.
View Article and Find Full Text PDFA study concerning the effect of using a fluorinated aromatic solvent as the medium for olefin metathesis reactions catalysed by ruthenium complexes bearing N-heterocyclic carbene ligands is presented. The use of fluorinated aromatic hydrocarbons (FAH) as solvents for olefin metathesis reactions catalysed by standard commercially available ruthenium pre-catalysts allows substantially higher yields of the desired products to be obtained, especially in the case of demanding polyfunctional molecules, including natural and biologically active compounds. Interactions between the FAH and the second-generation ruthenium catalysts, which apparently improve the efficiency of the olefin metathesis transformation, have been studied by X-ray structure analysis and computations, as well as by carrying out a number of metathesis experiments.
View Article and Find Full Text PDFAromatic fluorinated hydrocarbons, used as solvents for olefin metathesis reactions, catalysed by standard commercially available Ru precatalysts, allow substantially higher yields to be obtained, especially of challenging substrates, including natural and biologically active compounds.
View Article and Find Full Text PDFThe data reported in this paper demonstrate that great care must be taken when choosing an appropriate catalyst for a given metathesis reaction. First-generation catalysts were found to be useful in the metathesis of sterically unhindered substrates. Second-generation catalysts (under optimised conditions) showed good to excellent activities toward sterically hindered and electron-withdrawing group (EWG)-substituted alkenes that do not react using the first-generation complexes.
View Article and Find Full Text PDFCatalytic cross-metathesis of commercial divinyl sulfone allowed direct access to novel (E)-alkenylvinyl sulfones and (E,E)-dialkenyl sulfones with excellent stereoselectivity. These compounds are useful building blocks, e.g.
View Article and Find Full Text PDFA 95% yield in the cross metathesis of acrylonitrile with a model olefin is achieved at 25 degrees C with only 3 mol % of the new air-stable ruthenium catalyst 1f shown in the enclosed structural diagram. Even more remarkable are the performances of its boosted version 1g incorporating an electron-withdrawing group. Both these new enhanced versions of Hoveyda catalyst are readily available from Grubbs second generation precatalyst upon reaction with a styrenyl ether the end group of which has been functionalized by an ester function.
View Article and Find Full Text PDFA continuous survey across structures, made over the past decades, has led to the development of highly active olefin metathesis catalysts for sophisticated synthetic tasks and for polymer technology. In this paper, our efforts toward novel and improved ruthenium complexes with even better performance in olefin metathesis are described. Oxygen ether derivatives 3, pioneered by Hoveyda, exhibit high activity and possess excellent functional group tolerance.
View Article and Find Full Text PDFA novel highly efficient and general route to various 3- and 5-substituted 2-alkoxystyrenes, required for the preparation of Hoveyda-Grubbs catalysts, is described.
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