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Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions

Hoveyda–Grubbs type catalysts with cationic tags on NHC ligands were linker-free immobilized on the surface of lamellar zeolitic supports (MCM-22, MCM-56, MCM-36) and on mesoporous molecular sieves SBA-15. The activity of prepared hybrid catalysts was tested in olefin metathesis reactions: the activ...

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Autores principales: Balcar, Hynek, Žilková, Naděžda, Kubů, Martin, Mazur, Michal, Bastl, Zdeněk, Čejka, Jiří
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4660987/
https://www.ncbi.nlm.nih.gov/pubmed/26664629
http://dx.doi.org/10.3762/bjoc.11.225
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author Balcar, Hynek
Žilková, Naděžda
Kubů, Martin
Mazur, Michal
Bastl, Zdeněk
Čejka, Jiří
author_facet Balcar, Hynek
Žilková, Naděžda
Kubů, Martin
Mazur, Michal
Bastl, Zdeněk
Čejka, Jiří
author_sort Balcar, Hynek
collection PubMed
description Hoveyda–Grubbs type catalysts with cationic tags on NHC ligands were linker-free immobilized on the surface of lamellar zeolitic supports (MCM-22, MCM-56, MCM-36) and on mesoporous molecular sieves SBA-15. The activity of prepared hybrid catalysts was tested in olefin metathesis reactions: the activity in ring-closing metathesis of citronellene and N,N-diallyltrifluoroacetamide decreased in the order of support MCM-22 ≈ MCM-56 > SBA-15 > MCM-36; the hybrid catalyst based on SBA-15 was found the most active in self-metathesis of methyl oleate. All catalysts were reusable and exhibited low Ru leaching (<1% of Ru content). XPS analysis revealed that during immobilization ion exchange between Hoveyda–Grubbs type catalyst and zeolitic support occurred in the case of Cl(−) counter anion; in contrast, PF(6)(−) counter anion underwent partial decomposition.
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spelling pubmed-46609872015-12-09 Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions Balcar, Hynek Žilková, Naděžda Kubů, Martin Mazur, Michal Bastl, Zdeněk Čejka, Jiří Beilstein J Org Chem Full Research Paper Hoveyda–Grubbs type catalysts with cationic tags on NHC ligands were linker-free immobilized on the surface of lamellar zeolitic supports (MCM-22, MCM-56, MCM-36) and on mesoporous molecular sieves SBA-15. The activity of prepared hybrid catalysts was tested in olefin metathesis reactions: the activity in ring-closing metathesis of citronellene and N,N-diallyltrifluoroacetamide decreased in the order of support MCM-22 ≈ MCM-56 > SBA-15 > MCM-36; the hybrid catalyst based on SBA-15 was found the most active in self-metathesis of methyl oleate. All catalysts were reusable and exhibited low Ru leaching (<1% of Ru content). XPS analysis revealed that during immobilization ion exchange between Hoveyda–Grubbs type catalyst and zeolitic support occurred in the case of Cl(−) counter anion; in contrast, PF(6)(−) counter anion underwent partial decomposition. Beilstein-Institut 2015-11-04 /pmc/articles/PMC4660987/ /pubmed/26664629 http://dx.doi.org/10.3762/bjoc.11.225 Text en Copyright © 2015, Balcar et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Balcar, Hynek
Žilková, Naděžda
Kubů, Martin
Mazur, Michal
Bastl, Zdeněk
Čejka, Jiří
Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions
title Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions
title_full Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions
title_fullStr Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions
title_full_unstemmed Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions
title_short Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions
title_sort ru complexes of hoveyda–grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4660987/
https://www.ncbi.nlm.nih.gov/pubmed/26664629
http://dx.doi.org/10.3762/bjoc.11.225
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