Abstract
The 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 N-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.
Highlights
Olefin metathesis is well established as a powerful transformation used for effective and elegant creation of new carbon–carbon double bonds [1,2]
In line with our ongoing research on synthesis of catalysts for olefin metathesis and to expand the utility of ammonium-tagged ruthenium-based catalysts [69,70,71,72,73,74,75,76], we present the use of such catalysts for olefin metathesis in aqueous media promoted by microwave and ultrasound irradiation
We have examined the effect of microwave and ultrasonic irradiation on a range of different olefin metathesis transformations in water catalysed by ammonium-tagged Ru-based catalysts
Summary
Olefin metathesis is well established as a powerful transformation used for effective and elegant creation of new carbon–carbon double bonds [1,2]. In the case of the RCM (Table 1, entries 1 and 2) both tested catalysts (1 mol %) under classical conditions exhibited similar activities with 4b being slightly less active (52 vs 48%, respectively). In the homometathesis reaction of allyl alcohol 8 (Table 1, entries 3 and 4) both catalysts (5 mol %) produced the desired product again with quite similar yields under classical conditions.
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