Carboxyl Graphene as a Superior Support for Bulky Ruthenium-Based Olefin Metathesis Catalyst

A Hoveyda-type catalyst decorated with two quaternary ammonium tags was synthesized and noncovalently grafted on SiO2, SBA-15, and on carboxyl graphene. A comparative study showed that the efficiency of the dual-anchored heterogeneous catalysts was highly dependent on the properties of the supportin...

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Published inOrganometallics Vol. 37; no. 12; pp. 1837 - 1844
Main Authors Kaczanowska, Katarzyna, Chwalba, Michał, Pastva, Jakub, Kubů, Martin, Ruszczyńska, Anna, Bulska, Ewa, Balcar, Hynek, Skowerski, Krzysztof
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 25.06.2018
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Physical Sciences
Science & Technology
N-HETEROCYCLIC CARBENE
NATURAL-PRODUCT SYNTHESIS
NHC LIGAND
SURFACE
HOVEYDA-GRUBBS
MESOPOROUS SILICA
METAL-COMPLEXES
IMMOBILIZATION
HETEROGENEOUS CATALYSTS
AMMONIUM TAGS
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Summary:A Hoveyda-type catalyst decorated with two quaternary ammonium tags was synthesized and noncovalently grafted on SiO2, SBA-15, and on carboxyl graphene. A comparative study showed that the efficiency of the dual-anchored heterogeneous catalysts was highly dependent on the properties of the supporting material with graphene outperforming silicate supports. The graphene-immobilized complex exhibited excellent efficiency reflected in turnover numbers obtained in ring-closing metathesis and in self-metathesis of 1-decene. Importantly, the solid-supported catalyst assured increased recyclability with no ruthenium leaching as confirmed by inductively coupled plasma mass spectrometry.
ISSN:0276-7333
1520-6041
DOI:10.1021/acs.organomet.8b00026