Efficient, durable and reusable olefin metathesis catalysts with high affinity to silica gel

The new Scorpio type olefin metathesis catalysts with very high affinity to silica gel are reported. After completion of the reaction, those complexes can be efficiently separated from reaction product by direct filtration of reaction mixture through a short pad of silica gel. Products obtained by t...

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Bibliographic Details
Published in:Tetrahedron 2013-09, Vol.69 (35), p.7408-7415
Main Authors: Skowerski, Krzysztof, Kasprzycki, Piotr, Bieniek, Michał, Olszewski, Tomasz K.
Format: Article
Language:English
Subjects:
Affinity
Catalysis
Catalysts
Decomposition reactions
Metathesis
Olefins
Ruthenium
Silica gel
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Summary:The new Scorpio type olefin metathesis catalysts with very high affinity to silica gel are reported. After completion of the reaction, those complexes can be efficiently separated from reaction product by direct filtration of reaction mixture through a short pad of silica gel. Products obtained by this methodology are contaminated with low amounts of residual ruthenium. Especially, catalyst (H2IPr)(Cl)2RuC(H)(C6H4OR) (5b, R=CH(Me)(C(O)N(Me)OMe) exhibited very high activity and could be easily recovered and reused. Additionally, this catalyst was found to be effective already at 0.1a0.5 mol % and showed good compatibility with environmentally benign solvents.
ISSN:0040-4020
DOI:10.1016/j.tet.2013.06.056