Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15

A commercially available Hoveyda–Grubbs type catalyst (RC303 Zhannan Pharma) was immobilized on mesoporous molecular sieves MCM-41 and on SBA-15 by direct interaction with the sieve wall surface. The immobilized catalysts exhibited high activity and nearly 100% selectivity in several types of alkene...

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Main Authors: Hynek Balcar, Tushar Shinde, Naděžda Žilková, Zdeněk Bastl
Format: Article
Language:English
Published: Beilstein-Institut 2011-01-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.7.4
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author Hynek Balcar
Tushar Shinde
Naděžda Žilková
Zdeněk Bastl
author_facet Hynek Balcar
Tushar Shinde
Naděžda Žilková
Zdeněk Bastl
author_sort Hynek Balcar
collection DOAJ
description A commercially available Hoveyda–Grubbs type catalyst (RC303 Zhannan Pharma) was immobilized on mesoporous molecular sieves MCM-41 and on SBA-15 by direct interaction with the sieve wall surface. The immobilized catalysts exhibited high activity and nearly 100% selectivity in several types of alkene metathesis reactions. Ru leaching was found to depend on the substrate and solvent used (the lowest leaching was found for ring-closing metathesis of 1,7-octadiene in cyclohexane – 0.04% of catalyst Ru content). Results of XPS, UV–vis and NMR spectroscopy showed that at least 76% of the Ru content was bound to the support surface non-covalently and could be removed from the catalyst by washing with THF.
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spelling doaj.art-f0337dfd468b406294a3372bace908ec2022-12-21T22:47:33ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972011-01-0171222810.3762/bjoc.7.41860-5397-7-4Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15Hynek Balcar0Tushar Shinde1Naděžda Žilková2Zdeněk Bastl3J. Heyrovský Institute of Physical Chemistry of AS CR, v.v.i, Dolejškova 3, 182 23 Prague 8, Czech RepublicJ. Heyrovský Institute of Physical Chemistry of AS CR, v.v.i, Dolejškova 3, 182 23 Prague 8, Czech RepublicJ. Heyrovský Institute of Physical Chemistry of AS CR, v.v.i, Dolejškova 3, 182 23 Prague 8, Czech RepublicJ. Heyrovský Institute of Physical Chemistry of AS CR, v.v.i, Dolejškova 3, 182 23 Prague 8, Czech RepublicA commercially available Hoveyda–Grubbs type catalyst (RC303 Zhannan Pharma) was immobilized on mesoporous molecular sieves MCM-41 and on SBA-15 by direct interaction with the sieve wall surface. The immobilized catalysts exhibited high activity and nearly 100% selectivity in several types of alkene metathesis reactions. Ru leaching was found to depend on the substrate and solvent used (the lowest leaching was found for ring-closing metathesis of 1,7-octadiene in cyclohexane – 0.04% of catalyst Ru content). Results of XPS, UV–vis and NMR spectroscopy showed that at least 76% of the Ru content was bound to the support surface non-covalently and could be removed from the catalyst by washing with THF.https://doi.org/10.3762/bjoc.7.4alkene metathesiscatalyst immobilizationhybrid catalystsmesoporous molecular sievesRu–alkylidene complexes
spellingShingle Hynek Balcar
Tushar Shinde
Naděžda Žilková
Zdeněk Bastl
Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15
Beilstein Journal of Organic Chemistry
alkene metathesis
catalyst immobilization
hybrid catalysts
mesoporous molecular sieves
Ru–alkylidene complexes
title Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15
title_full Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15
title_fullStr Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15
title_full_unstemmed Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15
title_short Hoveyda–Grubbs type metathesis catalyst immobilized on mesoporous molecular sieves MCM-41 and SBA-15
title_sort hoveyda grubbs type metathesis catalyst immobilized on mesoporous molecular sieves mcm 41 and sba 15
topic alkene metathesis
catalyst immobilization
hybrid catalysts
mesoporous molecular sieves
Ru–alkylidene complexes
url https://doi.org/10.3762/bjoc.7.4
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AT tusharshinde hoveydagrubbstypemetathesiscatalystimmobilizedonmesoporousmolecularsievesmcm41andsba15
AT nadezdazilkova hoveydagrubbstypemetathesiscatalystimmobilizedonmesoporousmolecularsievesmcm41andsba15
AT zdenekbastl hoveydagrubbstypemetathesiscatalystimmobilizedonmesoporousmolecularsievesmcm41andsba15