Ruthenium Catalyzed Olefination
Ruthenium Catalyzed Olefination - Related Videos
06:46
Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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Cited by 1 •
2017
The ruthenium-catalyzed olefination of electron-deficient alkenes with allyl acetate is described here. By using aminocarbonyl as a directing group, this external oxidant-free protocol has high efficiency and good stereo- and regioselectivity, opening a novel synthetic route to (Z,E)-butadiene skeletons.
06:19
Palladium-Catalyzed Cross Coupling
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2023
Source: Vy M. Dong and Faben Cruz, Department of Chemistry, University of California, Irvine, CA This experiment will demonstrate the concept of a palladium-catalyzed cross coupling. The set-up of a typical Pd-catalyzed cross coupling reaction will be illustrated. Pd-catalyzed cross coupling reactions have had a profound effect on how synthetic chemists create molecules. These reactions have enabled chemists to construct bonds in new and more efficient ways. Such reactions have found widespread...
10:39
Heterogeneous Removal of Water-Soluble Ruthenium Olefin Metathesis Catalyst from Aqueous Media Via Host-Guest Interaction
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Cited by 3 •
2018
A removable water-soluble N-heterocyclic carbene (NHC) ligand in aqueous media via host-guest interaction has been developed. We demonstrated representative olefin metathesis reactions in water as well as in dichloromethane. Via either host-guest interaction or extraction, the residual ruthenium (Ru) catalyst was as low as 0.14 ppm after the reaction.
10:51
The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
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Cited by 4 •
2015
Ruthenium phosphine complexes are widely used for homogeneous catalytic reactions such as hydrogenations. The synthesis of a series of novel tridentate ruthenium complexes bearing the N-triphos ligand N(CH2PPh2)3 is reported. Additionally, the stoichiometric reaction of a dihydride Ru–N-triphos complex with levulinic acid is described.
01:13
Olefin Metathesis Polymerization: Overview
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2023
Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization. Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
FAQs
The ruthenium complex activates the olefination reagent and creates the reactive environment needed for carbon-carbon bond formation. A ruthenium carbene or related organometallic intermediate can connect the reagent-derived fragment with the carbonyl substrate. Alkene release then restores the catalyst, allowing the ruthenium species to participate in another catalytic cycle rather than being consumed stoichiometrically.
These intermediates provide a mechanistic link between reagent activation and alkene formation. They help organize the reacting fragments so that a new carbon-carbon bond can form before the product alkene is released. Their involvement helps explain how the transformation can generate substituted olefins in a controlled manner instead of simply producing nonspecific carbonyl-reduction or coupling products.
Selectivity is influenced by how the ruthenium catalyst activates the olefination reagent and guides carbon-carbon bond formation. The method is associated with controlled access to substituted olefins, comparatively mild conditions, and useful functional-group tolerance. Together, these features can help preserve other reactive groups in a substrate, which is valuable when constructing structurally complex organic molecules.
A general workflow begins with a carbonyl compound, an olefination reagent, and a suitable ruthenium complex. The catalyst activates the reagent, promotes formation of the new carbon-carbon bond through a ruthenium carbene or related intermediate, and then releases the alkene. Catalyst regeneration completes the cycle, so the resulting product can be isolated as the targeted substituted olefin.
Researchers may select this approach when they need to convert a carbonyl-containing building block into an alkene while seeking controlled substitution patterns and useful functional-group tolerance. Its comparatively mild conditions can support multistep synthesis, where harsh conditions might disrupt other parts of a molecule. The transformation therefore fits routes toward pharmaceuticals, natural products, polymers, and other valuable compounds.
Ruthenium-catalyzed olefination provides a platform for studying how metal complexes control carbon-carbon bond formation and alkene release. In applied research, it supports efforts to improve selectivity and efficiency while making catalytic transformations more sustainable. These goals connect mechanistic organometallic chemistry with the practical preparation of pharmaceutical molecules, natural products, polymers, and other useful materials.