Ruthenium Complexes Bearing Two N-Heterocyclic Carbene Ligands in Low Catalyst Loading Olefin Metathesis Reactions

2010 ◽  
Vol 29 (13) ◽  
pp. 3007-3011 ◽  
Author(s):  
Xavier Bantreil ◽  
Rebecca A. M. Randall ◽  
Alexandra M. Z. Slawin ◽  
Steven P. Nolan
Keyword(s):  
Olefin Metathesis ◽  
Ruthenium Complexes ◽  
Catalyst Loading ◽  
Carbene Ligands ◽  
Metathesis Reactions ◽  
Low Catalyst Loading

scholarly journals Recent Advances in the Application of Ring-Closing Metathesis for the Synthesis of Unsaturated Nitrogen Heterocycles

Synthesis ◽  
2019 ◽  
Vol 51 (05) ◽  
pp. 1100-1114 ◽  
Author(s):  
Emilia Groso ◽  
Corinna Schindler
Keyword(s):  
Olefin Metathesis ◽  
Nitrogen Heterocycles ◽  
Short Review ◽  
Catalyst Design ◽  
Carbene Ligands ◽  
Ring Closing Metathesis ◽  
Recent Advances ◽  
Metathesis Reactions

This short review summarizes recent advances relating to the application of ring-closing olefin-olefin and carbonyl-olefin metathesis reactions towards the synthesis of unsaturated five- and six-membered nitrogen heterocycles. These developments include catalyst modifications and reaction designs that will enable access to more complex nitrogen heterocycles.1 Introduction2 Expansion of Ring-Closing Metathesis Methods3 Evaluation of Catalyst Design4 Indenylidene Catalysts5 Unsymmetrical N-Heterocyclic Carbene Ligands6 Carbonyl-Olefin Metathesis7 Conclusions

Selective palladium-catalysed arylation of 2,6-dibromopyridine using N-heterocyclic carbene ligands

RSC Advances ◽  
2015 ◽  
Vol 5 (65) ◽  
pp. 53073-53085 ◽  
Author(s):  
D. Prajapati ◽  
C. Schulzke ◽  
M. K. Kindermann ◽  
A. R. Kapdi
Keyword(s):  
Ambient Temperature ◽  
Catalyst Loading ◽  
Carbene Ligands ◽  
Low Catalyst Loading

A selective palladium-catalysed arylation of 2,6-dibromopyridine has been developed by employing N-heterocyclic carbene ligands. Selective mono-arylation was performed in water/acetonitrile solvent at ambient temperature and low catalyst loading.

scholarly journals Non covalent immobilization of pyrene-tagged ruthenium complexes onto graphene surfaces for recycling in olefin metathesis reactions

2016 ◽  
Vol 425 ◽  
pp. 136-146 ◽  
Author(s):  
Houssein Nasrallah ◽  
Stéphane Germain ◽  
Pierre Queval ◽  
Caroline Bouvier ◽  
Marc Mauduit ◽  
...  
Keyword(s):  
Olefin Metathesis ◽  
Ruthenium Complexes ◽  
Covalent Immobilization ◽  
Metathesis Reactions

Fast Olefin Metathesis at Low Catalyst Loading

2012 ◽  
Vol 18 (40) ◽  
pp. 12845-12853 ◽  
Author(s):  
Lars H. Peeck ◽  
Roman D. Savka ◽  
Herbert Plenio
Keyword(s):  
Olefin Metathesis ◽  
Catalyst Loading ◽  
Low Catalyst Loading

A thermally robust ruthenium phosphonium alkylidene catalyst — the effect of more bulky N-heterocyclic carbene ligands on catalyst performance in olefin metathesis reactions

2013 ◽  
Vol 91 (10) ◽  
pp. 935-942 ◽  
Author(s):  
Erin M. Leitao ◽  
Warren E. Piers ◽  
Masood Parvez
Keyword(s):  
Olefin Metathesis ◽  
Second Generation ◽  
The Other ◽  
Carbene Ligands ◽  
Thermal Stabilities ◽  
Excellent Activity ◽  
Metathesis Reactions ◽  
Test Reactions ◽  
Overall Efficiency ◽  
Alkylidene Complexes

Three new ruthenium phosphonium alkylidene complexes incorporating N-heterocyclic carbene ligands with bulky N-aryl groups (2,6-diethyl, L = 1,3-bis(2,6-diethylphenyl)imidazolin-2-ylidene (H2IDEP) and 2,6-diisopropyl, L = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene (H2ID-i-PP)) were synthesized and characterized. The H2ID-i-PP supported complex was found to exhibit excellent thermal stabilities relative to the parent N-mesityl (N-Mes) complexes as well as the H2IDEP supported complexes. All three phosphonium alkylidenes were evaluated in comparison to the N-Mes derivative and Grubbs second generation catalyst using standard olefin metathesis reactions and conditions. The complex containing the bulky H2ID-i-PP ligand was found to have excellent activity and longevity in comparison to the other catalysts. Although initiation rates were slow for this sterically bulky precatalyst, its superior activity led to the best overall efficiency in test reactions.

scholarly journals The Influence of Various N-Heterocyclic Carbene Ligands on Activity of Nitro-Activated Olefin Metathesis Catalysts

Molecules ◽  
2020 ◽  
Vol 25 (10) ◽  
pp. 2282 ◽  
Author(s):  
Michał Pieczykolan ◽  
Justyna Czaban-Jóźwiak ◽  
Maura Malinska ◽  
Krzysztof Woźniak ◽  
Reto Dorta ◽  
...  
Keyword(s):  
High Activity ◽  
Olefin Metathesis ◽  
Double Bonds ◽  
Carbene Ligands ◽  
Grubbs Catalyst ◽  
Metathesis Reactions ◽  
Metathesis Catalysts

A set of nitro-activated ruthenium-based Hoveyda-Grubbs type olefin metathesis catalysts bearing sterically modified N-hetero-cyclic carbene (NHC) ligands have been obtained, characterised and studied in a set of model metathesis reactions. It was found that catalysts bearing standard SIMes and SIPr ligands (4a and 4b) gave the best results in metathesis of substrates with more accessible C–C double bonds. At the same time, catalysts bearing engineered naphthyl-substituted NHC ligands (4d–e) exhibited high activity towards formation of tetrasubstituted C–C double bonds, the reaction which was traditionally Achilles’ heel of the nitro-activated Hoveyda–Grubbs catalyst.

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