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Synfacts 2020; 16(05): 0535
DOI: 10.1055/s-0040-1707931
Metals in Synthesis
© Georg Thieme Verlag Stuttgart · New York

Ruthenium-Catalyzed Lemieux–Johnson-Type Oxidation of Olefins

Rezensent(en):
Paul Knochel
,
Simon Graßl
Salzmann K, Segarra C, Albrecht M. * University of Bern, Switzerland
Donor-Flexible Bis(pyridylidene amide) Ligands for Highly Efficient Ruthenium-Catalyzed Olefin Oxidation.

Angew. Chem. Int. Ed. 2020;
DOI: 10.1002/anie.202002014.
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Publikationsdatum:
20. April 2020 (online)

 
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Key words

ruthenium catalysis - olefins - donor-flexible ligand

Significance

The authors report a ruthenium-based catalyst for the Lemieux–Johnson-type oxidation of olefins, providing, after carbon–carbon bond cleavage, the corresponding aldehydes or ketones. The key feature is the designed ruthenium complex which combines a dynamic donor ability, originating from the bisPYA ligand, with highly redox active ruthenium.


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Comment

This method outperforms most of the state-of-the-art systems due to the exceptionally efficient ruthenium catalyst. This metal complex can achieve turnover frequencies of 1,000,000 h–1, turnover numbers of several millions and is readily prepared in a four-step synthesis utilizing commercially available starting materials.


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