Details
| Original language | English |
|---|---|
| Pages (from-to) | 6424-6434 |
| Number of pages | 11 |
| Journal | European Journal of Organic Chemistry |
| Volume | 2021 |
| Issue number | 46 |
| Early online date | 9 Dec 2021 |
| Publication status | Published - 14 Dec 2021 |
Abstract
Six olefin metathesis catalysts, based on a common ruthenium precursor featuring a hydroxy-substituted N-heterocyclic carbene ligand, were successfully prepared and fully characterised. As proof-of-concept, two of them ([Ru]isonico and [Ru]dmab) were directly immobilised on a solid support. These non-covalently heterogenised catalysts are efficient in different metathesis reactions and sufficiently stable to be used for repeated runs under batch and continuous flow conditions. In nonpolar media such as n-hexane, the catalytic character of the metathesis reactions is truly heterogeneous, and the contamination of the products with ruthenium is very low.
Keywords
- Flow chemistry, Immobilisation, N-Heterocyclic carbenes, Olefin metathesis, Ruthenium
ASJC Scopus subject areas
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: European Journal of Organic Chemistry, Vol. 2021, No. 46, 14.12.2021, p. 6424-6434.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Ruthenium Complex Bearing a Hydroxy Group Functionalised N-Heterocyclic Carbene Ligand
T2 - A Universal Platform for Synthesis of Tagged and Immobilised Catalysts for Olefin Metathesis
AU - Monsigny, Louis
AU - Czarnocki, Stefan
AU - Sienkiewicz, Michał
AU - Kopcha, William
AU - Frankfurter, René
AU - Vogt, Carla
AU - Solodenko, Wladimir
AU - Kajetanowicz, Anna
AU - Kirschning, Andreas
AU - Grela, Karol
N1 - Funding Information: Authors are grateful to the „Catalysis for the Twenty‐First Century Chemical Industry” project carried out within the TEAM‐TECH programme of the Foundation for Polish Science co‐financed by the European Union from the European Regional Development under the Operational Programme Smart Growth. The study was carried out at the Biological and Chemical Research Centre, University of Warsaw, established within the project co‐financed by European Union from the European Regional Development Fund under the Operational Programme Innovative Economy, 2007–2013. Open Access funding enabled and organized by Projekt DEAL. Funding Information: Authors are grateful to the „Catalysis for the Twenty-First Century Chemical Industry” project carried out within the TEAM-TECH programme of the Foundation for Polish Science co-financed by the European Union from the European Regional Development under the Operational Programme Smart Growth. The study was carried out at the Biological and Chemical Research Centre, University of Warsaw, established within the project co-financed by European Union from the European Regional Development Fund under the Operational Programme Innovative Economy, 2007–2013. Open Access funding enabled and organized by Projekt DEAL.
PY - 2021/12/14
Y1 - 2021/12/14
N2 - Six olefin metathesis catalysts, based on a common ruthenium precursor featuring a hydroxy-substituted N-heterocyclic carbene ligand, were successfully prepared and fully characterised. As proof-of-concept, two of them ([Ru]isonico and [Ru]dmab) were directly immobilised on a solid support. These non-covalently heterogenised catalysts are efficient in different metathesis reactions and sufficiently stable to be used for repeated runs under batch and continuous flow conditions. In nonpolar media such as n-hexane, the catalytic character of the metathesis reactions is truly heterogeneous, and the contamination of the products with ruthenium is very low.
AB - Six olefin metathesis catalysts, based on a common ruthenium precursor featuring a hydroxy-substituted N-heterocyclic carbene ligand, were successfully prepared and fully characterised. As proof-of-concept, two of them ([Ru]isonico and [Ru]dmab) were directly immobilised on a solid support. These non-covalently heterogenised catalysts are efficient in different metathesis reactions and sufficiently stable to be used for repeated runs under batch and continuous flow conditions. In nonpolar media such as n-hexane, the catalytic character of the metathesis reactions is truly heterogeneous, and the contamination of the products with ruthenium is very low.
KW - Flow chemistry
KW - Immobilisation
KW - N-Heterocyclic carbenes
KW - Olefin metathesis
KW - Ruthenium
UR - http://www.scopus.com/inward/record.url?scp=85120450452&partnerID=8YFLogxK
U2 - 10.1002/ejoc.202101092
DO - 10.1002/ejoc.202101092
M3 - Article
AN - SCOPUS:85120450452
VL - 2021
SP - 6424
EP - 6434
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
SN - 1434-193X
IS - 46
ER -