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...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Beilstein-Institut
2015-11-01
|
| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.11.225 |
| _version_ | 1819295992526143488 |
|---|---|
| author | Hynek Balcar Naděžda Žilková Martin Kubů Michal Mazur Zdeněk Bastl Jiří Čejka |
| author_facet | Hynek Balcar Naděžda Žilková Martin Kubů Michal Mazur Zdeněk Bastl Jiří Čejka |
| author_sort | Hynek Balcar |
| collection | DOAJ |
| 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, PF6− counter anion underwent partial decomposition. |
| first_indexed | 2024-12-24T04:51:01Z |
| format | Article |
| id | doaj.art-95442770762b4fc9a67a5d51fa0a94ce |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-24T04:51:01Z |
| publishDate | 2015-11-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-95442770762b4fc9a67a5d51fa0a94ce2022-12-21T17:14:33ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972015-11-011112087209610.3762/bjoc.11.2251860-5397-11-225Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactionsHynek Balcar0Naděžda Žilková1Martin Kubů2Michal Mazur3Zdeněk Bastl4Jiří Čejka5J. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v. i. Dolejškova 2155/3, 182 23 Prague 8, Czech RepublicJ. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v. i. Dolejškova 2155/3, 182 23 Prague 8, Czech RepublicJ. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v. i. Dolejškova 2155/3, 182 23 Prague 8, Czech RepublicJ. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v. i. Dolejškova 2155/3, 182 23 Prague 8, Czech RepublicJ. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v. i. Dolejškova 2155/3, 182 23 Prague 8, Czech RepublicJ. Heyrovský Institute of Physical Chemistry, Academy of Sciences of the Czech Republic, v.v. i. Dolejškova 2155/3, 182 23 Prague 8, Czech RepublicHoveyda–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, PF6− counter anion underwent partial decomposition.https://doi.org/10.3762/bjoc.11.225Hoveyda–Grubbs type catalysthybrid catalystslamellar zeolitesnon-covalent immobilizationolefin metathesis |
| spellingShingle | Hynek Balcar Naděžda Žilková Martin Kubů Michal Mazur Zdeněk Bastl Jiří Čejka Ru complexes of Hoveyda–Grubbs type immobilized on lamellar zeolites: activity in olefin metathesis reactions Beilstein Journal of Organic Chemistry Hoveyda–Grubbs type catalyst hybrid catalysts lamellar zeolites non-covalent immobilization olefin metathesis |
| 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 | Hoveyda–Grubbs type catalyst hybrid catalysts lamellar zeolites non-covalent immobilization olefin metathesis |
| url | https://doi.org/10.3762/bjoc.11.225 |
| work_keys_str_mv | AT hynekbalcar rucomplexesofhoveydagrubbstypeimmobilizedonlamellarzeolitesactivityinolefinmetathesisreactions AT nadezdazilkova rucomplexesofhoveydagrubbstypeimmobilizedonlamellarzeolitesactivityinolefinmetathesisreactions AT martinkubu rucomplexesofhoveydagrubbstypeimmobilizedonlamellarzeolitesactivityinolefinmetathesisreactions AT michalmazur rucomplexesofhoveydagrubbstypeimmobilizedonlamellarzeolitesactivityinolefinmetathesisreactions AT zdenekbastl rucomplexesofhoveydagrubbstypeimmobilizedonlamellarzeolitesactivityinolefinmetathesisreactions AT jiricejka rucomplexesofhoveydagrubbstypeimmobilizedonlamellarzeolitesactivityinolefinmetathesisreactions |