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 -