Catalyst Decomposition during Olefin Metathesis Yields Isomerization-Active Ruthenium Nanoparticles

The second‐generation Grubbs catalyst, RuCl2(H2IMes)(PCy3) (=CHPh) [GII; H2IMes=1,3‐bis(2,4,6‐trimethylphenyl)‐4,5‐dihydroimidazol‐2‐ylidene, Cy=cyclohexyl], is shown to decompose during olefin metathesis to generate Ru nanoparticles (RuNPs). These RuNPs appear to contribute significantly to competi...

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Bibliographic Details
Published in:ChemCatChem 2016-08, Vol.8 (15), p.2446-2449
Main Authors: Higman, Carolyn S., Lanterna, Anabel E., Marin, M. Luisa, Scaiano, Juan C., Fogg, Deryn E.
Format: Article
Language:English
Subjects:
catalyst decomposition
Decomposition
isomerization
metathesis
nanoparticles
side reactions
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Summary:The second‐generation Grubbs catalyst, RuCl2(H2IMes)(PCy3) (=CHPh) [GII; H2IMes=1,3‐bis(2,4,6‐trimethylphenyl)‐4,5‐dihydroimidazol‐2‐ylidene, Cy=cyclohexyl], is shown to decompose during olefin metathesis to generate Ru nanoparticles (RuNPs). These RuNPs appear to contribute significantly to competing isomerization during metathesis. Larger, partially oxidized RuNPs are also observed in commercial GII, but these exhibit modest isomerization activity. Removal of RuNPs from the precatalyst does not prevent isomerization, because new, more reactive NPs are generated by catalyst decomposition during metathesis. Nanoparticles in metathesis: A previously unrecognized decomposition pathway is reported for the Grubbs catalyst, which results in the formation of isomerization‐active nanoparticles (NPs). Cy=cyclohexyl, H2IMes=1,3‐bis(2,4,6‐trimethylphenyl)‐4,5‐dihydroimidazol‐2‐ylidene.
ISSN:1867-3880
1867-3899
DOI:10.1002/cctc.201600738