Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts

New generations of Hoveyda and bis‐carbene type of ruthenium‐based olefin metathesis catalysts (10 and 12), containing cationic cyclic alkyl amino carbene (CAAC) ligands, have been synthetized. The catalysts show exceptional stability and activity in environmentally benign, protic media. Various ole...

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Bibliographic Details
Published in:ChemCatChem 2020-04, Vol.12 (7), p.1953-1957
Main Authors: Nagyházi, Márton, Turczel, Gábor, Balla, Áron, Szálas, Gábor, Tóth, Imre, Gál, Gyula Tamás, Petra, Bombicz, Anastas, Paul T., Tuba, Róbert
Format: Article
Language:English
Subjects:
CAAC ligand
Catalysis
Catalysts
Metathesis
Methanol
Olefin metathesis
Phospholipids
protic media
Raw materials
Ruthenium
sustainable catalysis
Vegetable oils
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Summary:New generations of Hoveyda and bis‐carbene type of ruthenium‐based olefin metathesis catalysts (10 and 12), containing cationic cyclic alkyl amino carbene (CAAC) ligands, have been synthetized. The catalysts show exceptional stability and activity in environmentally benign, protic media. Various olefin metatheses reactions of OH functionalized feedstock (e. g. RCM, ROMP CM) can be carried out at as low as 0.05 mol % catalyst loading in methanol, isopropanol, water or methanol/water solvent mixture, accomplishing the lowest applied catalyst loading reported so far in these media. The facile olefin metathesis of renewable feedstocks including phospholipids (23) and vegetable oils (20) in protic media has also been demonstrated. Towards Sustainable Catalysis – Conversion of olefins including renewable materials in environmental benign, protic media at low catalyst loading using highly stable, phase labelled cyclic alkyl amino carbene (CAAC) ruthenium complexes rendering exceptional catalytic activity.
ISSN:1867-3880
1867-3899
DOI:10.1002/cctc.201902258