New Ruthenium(II) Indenylidene Complexes Bearing Unsymmetrical N-Heterocyclic Carbenes

doi:10.1021/OM300783G

Paper

New Ruthenium(II) Indenylidene Complexes Bearing Unsymmetrical N-Heterocyclic Carbenes

Published Oct 16, 2012 · O. Ablialimov, Mariusz Kędziorek, C. Torborg

Organometallics

Q1 SJR score

37

Citations

0

Influential Citations

Full textSemantic Scholar

Abstract

New robust and air-stable ruthenium(II) indenylidene second-generation precatalysts with unsymmetrical N-heterocyclic carbene (NHC) ligands were synthesized. These complexes were studied using ring-closing metathesis (RCM) of diethyl diallylmalonate (5; DEDAM) as a model substrate. Two new complexes containing OMe and NMe2 groups in the NHC ligand, namely [1-(2,4,6-trimethylphenyl)-3-(2-methoxybenzyl)-2-imidazolidinylidene]dichloro(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II) (4a) and [1-(2,4,6-trimethylphenyl)-3-(2-N,N-dimethylaminobenzyl)-2-imidazolidinylidene]dichloro(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II) (4b), show increased activity in comparison to the parent [1,3-bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene]dichloro(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphosphine)ruthenium(II) (Umicore M2). Interestingly, the complex [1-(2,4,6-trimethylphenyl)-3-(2-thiomethylbenzyl)-2-imidazolidinylidene]dichloro(3-phenyl-1H-inden-1-ylidene)(tricyclohexylphos...

Study Snapshot

New ruthenium(II) indenylidene complexes with unsymmetrical N-heterocyclic carbene ligands show increased activity and potential for use in catalytic processes.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

New Ruthenium(II) Indenylidene Complexes Bearing Unsymmetrical N-Heterocyclic Carbenes

References

The Growing Impact of Catalysis in the Pharmaceutical Industry

Catalysis plays a crucial role in the pharmaceutical industry, enabling economical and environmentally-sound manufacturing processes for active pharmaceutical ingredients.

Metathesis in total synthesis.

Metathesis has revolutionized natural product synthesis in the last decade, with significant advances in its conceptual framework and applications.

Ligand Isomerization in Sulfur-Chelated Ruthenium Benzylidenes

-acid ligand molecules, dichloromethane, and polar solvents significantly accelerate cis-dichlorotrans-dichloro isomerization in sulfur-chelated ruthenium benzylidenes, affecting olefin metathesis reactivity

Ruthenium-based heterocyclic carbene-coordinated olefin metathesis catalysts.

Olefin metathesis is a powerful transformation in chemical synthesis, attracting significant interest from both industry and academia.

Syntheses, Structures, and Catalytic Activities of Hemilabile Thioether-Functionalized NHC Complexes

Hemilabile thioether-functionalized NHC complexes show varying reactivities, with benzimidazole derivatives yielding desired products in good yields, while imidazole derivatives face competing deprotonation reactions.

Ruthenium-based olefin metathesis catalysts bearing N-heterocyclic carbene ligands.

N-heterocyclic carbene ligands in ruthenium-based olefin metathesis catalysts show potential for efficient and stable transformation of olefins, with potential applications in various industries.

Ruthenium-indenylidene complexes: powerful tools for metathesis transformations.

Ruthenium-indenylidene complexes are robust and efficient pre-catalysts for olefin metathesis reactions, with their catalytic activity influenced by the nature of ancillary ligands around the metal coordination sphere.

Comparative Investigation of Hoveyda–Grubbs Catalysts bearing Modified N‐Heterocyclic Carbene Ligands

Modified N-heterocyclic carbene ligands significantly influence catalyst activity and selectivity in olefin metathesis reactions, emphasizing the importance of selecting steric environments in catalyst design.

Preparation of NHC–ruthenium complexes and their catalytic activity in metathesis reaction

NHC-ruthenium complexes show diverse catalytic activities in metathesis reactions, with their structural features explaining their different catalytic properties.

Citations

Synthesis of Phenol-Tagged Ruthenium Alkylidene Olefin Metathesis Catalysts for Robust Immobilisation Inside Metal–Organic Framework Support

Phenol-tagged ruthenium complexes can effectively catalyze selected olefin metathesis reactions when immobilized in metal-organic framework supports, providing proof-of-concept for this approach.

Self-Supported Polymeric Ruthenium Complexes as Olefin Metathesis Catalysts in Synthesis of Heterocyclic Compounds

Self-supported polymeric ruthenium complexes can successfully catalyze olefin metathesis, leading to various heterocyclic compounds, including cathepsin K inhibitor and sildenafil analogues.

Ruthenium Complexes Featuring Unsymmetrical N‐Heterocyclic Carbene Ligands–Useful Olefin Metathesis Catalysts for Special Tasks

Unsymmetrical N-heterocyclic carbene (uNHC) ligands in ruthenium catalysts show promising results in specialized metathesis transformations, potentially benefiting industrial processes like Fischer-Tropsch olefin fractions, renewable product ethenolysis, and pharmaceutical production

Specialized Olefin Metathesis Catalysts Featuring Unsymmetrical N-Heterocyclic Carbene Ligands Bearing N-(Fluoren-9-yl) Arm

New fluorene-derived olefin metathesis catalysts show high selectivity and conversion in challenging processes like -olefin self-metathesis.

In a Quest for Selectivity Paired with Activity: A Ruthenium Olefin Metathesis Catalyst Bearing an Unsymmetrical Phenanthrene-Based N-Heterocyclic Carbene.

The synthesized ruthenium olefin metathesis pre-catalyst, Ru-3, shows unprecendented selectivity and stability in industrially relevant ethenolysis reactions with renewable feedstocks.

Ruthenium-based olefin metathesis catalysts with monodentate unsymmetrical NHC ligands

Ruthenium-based olefin metathesis catalysts with monodentate unsymmetrical NHC ligands show promising activity and selectivity in various olefin metathesis applications.

Looking for the Noncyclic(amino)(alkyl)carbene Ruthenium Catalyst for Ethenolysis of Ethyl Oleate: Selectivity Is on Target

The Ru-63/thiophene-containing catalyst offers the best combination of high selectivity and sufficient activity for ethenolysis of biosourced ethyl oleate under oil industry practice conditions.