Extracurricular laboratory:new discovery of (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.246047-72-3, Name is (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, molecular formula is C46H65Cl2N2PRu. In a Article,once mentioned of 246047-72-3, HPLC of Formula: C46H65Cl2N2PRu

A cat. for all seasons: The transformation of the allenylidene-ruthenium complexes [RuCl(eta6-arene) (=C=C=CR2) (PR? 3)] [CF3SO3] into indenylidene species [RuCl(eta6-arene) (indenylidene) (PR?3)] [CF 3SO3]2 by the simple protonation with CF 3SO3H and formation of an alkenylcarbyne intermediate (see picture; arene = p-cymene) is observed by low temperature NMR experiments. The new in situ generated 18 electron ionic indenylidene species are highly active in the polymerization of cyclooctene and cyclopentene, ring-closing metathesis of dienes and enynes, and the acyclic diene metathesis of decadiene, thus making it a catalyst for all seasons.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Awesome Chemistry Experiments For (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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Cadmium selenide nanoparticles, prepared by known methods, were stabilized with functional phosphine oxide 1, then used to support the polymerization of cyclic olefins radially outward from the surface by ruthenium-catalyzed ring-opening metathesis polymerization (ROMP). The conversion of compound 1 into the new metathesis catalyst 3 by carbene exchange and the subsequent polymerization of cyclic olefins were observed spectroscopically by 1H NMR to afford for example CdSe-polycyclooctene composite 6. Transmission electron micrographs on thin films of these composites showed good nanoparticle dispersion. This is in stark contrast to the substantial nanoparticle aggregation observed when similar polymerizations were performed in the presence of conventional TOPO-covered nanoparticles. The methods reported here to prepare composite product 6 are applicable to other cyclic olefins, and suggest that this chemistry will be useful for incorporating CdSe nanoparticles into a wide variety of polymer matrices.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Final Thoughts on Chemistry for (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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The first synthesis of luffarin L (1) and 16-epi-luffarin L (2) by a silicon-tethered ring closing metathesis as a key step has been achieved. The stereochemistry and absolute configuration of the natural sesterterpenolide luffarin L (1) and a new route for the stereoselective synthesis of sesterterpenolides with a luffarane skeleton have been established.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Archives for Chemistry Experiments of (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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The synthesis and characterization of a cis-dichloro sulfur chelated olefin metathesis catalyst is presented. The catalyst was extremely stable at room temperature in solution under ambient conditions and was shown to exhibit a thermoswitchable behavior for ring-closing olefin metathesis of diethyl diallylmalonate, being active at 80C and inactive at room temperature.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Can You Really Do Chemisty Experiments About (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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A number of substituted indenols have been synthesized using ruthenium-mediated ring-closing metathesis (RCM) with Grubbs second generation catalyst as the key step. The required dienes were synthesized by two strategies. The first entailed the isomerization of 2-allyl-3-isopropoxy-4-methoxybenzaldehyde to its styrene derivative, isopropoxy-4-methoxy-2-propenylbenzaldehyde using [RuClH(CO)(PPh3)3]. This compound and 3-isopropoxy-4-methoxy-2-(1-phenyl-propenyl)-benzaldehyde were then treated with vinyl- or isopropenyl-magnesium bromide to afford four of the scaffolds required for the metathesis. As the compound 3-isopropoxy-4-methoxy-2-(1-methyl-2-propenyl)benzaldehyde proved to be difficult to isomerize, the diene substrates 1-[3-isopropoxy-4-methoxy-2-(1-methylpropenyl)-phenyl]-prop-2-en-1-ol and 1-[3-isopropoxy-4-methoxy-2-(1-methylpropenyl)-phenyl]-2-methylprop-2-en-1-ol were synthesized by the addition of the Grignard reagents to 3-isopropoxy-4-methoxy-2-(1-methyl-2-propenyl)benzaldehyde, followed by isomerization of the arylallyl group to the thermodynamically favoured isomer with potassium t-butoxide. The use of harsher conditions (higher temperature and catalyst loadings) for the metathesis reactions resulted in the formation of substituted indenones, formed by a tandem RCM-dehydrogenative oxidation in the absence of a hydrogen acceptor. Further manipulations of the reaction conditions generated two substituted indanones by way of a tandem RCM-formal redox isomerization sequence. Finally the synthesis of some substituted indenes was accomplished from their corresponding dienes by the use of RCM.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Can You Really Do Chemisty Experiments About (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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The total synthesis of phytotoxic nonenolide herbarumin II (1) has been achieved by implementation of butane diacetal (BDA)-desymmetrised glycolate building blocks. Three of the four stereogenic centres present in the key coupling fragments were generated from both enantiomeric forms of the BDA building block in highly diastereoselective alkylation and aldol reactions.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Discovery of (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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A new 18-electron ruthenium complex, where ruthenium catalytic center is coordinated with the N-mesitylimidazole and nitrate ligands, as well as o-isopropoxystyrene moiety, is reported. The synthesis and detailed characterization of the Ru complex, together with density functional theory calculations (DFT), are presented. The complex is air- and moisture-stable, although has weak catalytical activity in the model metathesis reactions. However, its activity increases upon the addition of an aqueous HCl 1 M solution. Activated Ru complex successfully promotes metathesis in organic solvents as well as in water, enabling efficient performance (even up to 100%) of the catalyst under environment-friendly conditions. The activation mechanism of the reported catalyst is supported by time-dependent DFT calculations and ab initio molecular dynamics simulations.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

Archives for Chemistry Experiments of (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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The first dichloroplatinum(ii) conjugates of dicarba analogues of octreotide, which is expected to act as a ‘tumour-targeting device’, have been efficiently synthesized following a stepwise solid-phase approach; these compounds emulate the mechanism of cisplatin since they form a 1,2-intrastrand cross-link with two consecutive guanines of an oligonucleotide. The Royal Society of Chemistry 2009.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

New explortion of (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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We have elucidated the complete absolute configuration of callyspongiolide and unambiguously assigned its stereochemistry at the C-21 center through synthesis. Four stereoisomers of callyspongiolide were synthesized in a convergent and enantioselective manner. A late-stage Sonogashira coupling forges the diene-ynic side chain. Other notable reactions are Yonemitsu’s variation of Yamaguchi macrolactonization to cyclize an alkynic seco acid, highly trans-selective Julia-Kocienski olefination, CBS reduction to set the C-21 stereocenter, and methyl cuprate addition to an unsaturated pyranone to install the C-5 methyl center.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI

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The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.246047-72-3, Name is (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, molecular formula is C46H65Cl2N2PRu. In a Article,once mentioned of 246047-72-3, Product Details of 246047-72-3

Pantothenamides are known for their in vitro antimicrobial activity. Our group has previously reported a new stereoselective route to access derivatives modified at the geminal dimethyl moiety. This route however fails in the addition of large substituents. Here we report a new synthetic route that exploits the known allyl derivative, allowing for the installation of larger groups via cross-metathesis. The method was applied in the synthesis of a new pantothenamide with improved stability in human blood.

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Reference:
Highly efficient and robust molecular ruthenium catalysts for water oxidation,
Catalysts | Special Issue : Ruthenium Catalysts – MDPI