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

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The synthesis of the phytotoxic lactone herbarumin III in 11 % overall yield by fermentation of broth and mycelium of the fungus Phoma herbarum is described. Keck’s asymmetric allylation and Sharpless epoxidation are applied to build the key fragment of the compound. A ring closing metathesis and esterification with 5-hexanoic acid are used to obtain the compound. The synthesis is initiated by the application of the catalytic asymmetric allyl protocol. Chain elongation of the aldehyde through Wittig olefination with triphenyl carbethoxymethyl phosphonium chloride supported on alumina under microwave irradiation provided the alpha, beta – unsaturated ester as the major product. The ring opening metathesis with Grubbs second-generation catalyst gave Herbarumin III as a clear oil. The complete procedure involved the synthesis of the compound from n-butanal in 11 % overall yield.

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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, COA of Formula: C46H65Cl2N2PRu

(Chemical Equation Presented) Eureka! The first conquest of the exceptionally potent cytotoxic agent amphidinolide H, which exhibits activity in the picomolar range against human epidermoid cancer cells, was long overdue. The successful route critically hinges upon the scrupulous optimization of the fragment-coupling events (see picture; RCM = ring-closing metathesis) and on the careful adjustment of the peripheral protecting-group pattern.

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

Some scientific research about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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Giant rings make neat monomers: Macrocyclic olefins with up to 84, and possibly even more, ring atoms undergo ring-opening-metathesis polymerization (ROMP) to give high-molecular-weight polymers when the monomer is used neat or at very high concentration (see scheme). This type of ROMP is driven by entropy changes, unlike standard ROMP, which is carried out using strained cyclic monomers and is driven by the enthalpy change of the reaction.

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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 stereoselective synthesis of the naturally occurring dihydropyranone rugulactone has been accomplished starting from 3-phenylpropan-1-ol employing Maruoka allylation and ring-closing metathesis as the key steps. Copyright

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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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(Chemical Equation Presented) The isolation and structural characterization of alkyne-bound Ru alkylidene complexes has been elusive. However, a sequential enyne ring-closing metathesis of a diyne moiety and metallotropic [1,3]-shift followed by a second enyne ring-closing metathesis allowed the formation of a highly stable alkyne-chelated ruthenium complex. The full characterization of this complex was realized by NMR spectroscopy and X-ray crystallography.

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

A new application about (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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This Article describes the total synthesis of the marine ladder toxin brevenal utilizing a convergent synthetic strategy. Critical to the success of this work was the use of olefinic-ester cyclization reactions and the utilization of glycal epoxides as precursors to C-C and C-H bonds.

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

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

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A series of seven cyclopent-3-en-1-ylmethylamines bearing one, two, or three methyl substituents at the C2, C3, C4, or Calpha positions, including the unsubstituted parent, was accessed by ring-closing metatheses of alpha,alpha-diallylacetonitrile (or methallyl variants) and alpha,alpha-diallylacetone followed by hydride reductions or reductive amination, or by Curtius degradations of alpha,alpha-dimethyl- and 2,2,3-trimethylcyclopent-3-enylacetic acids. Oxidation of the primary amines with Pb(OAc)4 in CH2Cl2, CHCl3 or benzene in the presence of K2CO3 effected efficient intramolecular aziridinations, in all cases except the alpha-methyl analogue (16), to form the corresponding 1-azatricyclo[2.2.1.02,6]heptanes, including the novel monoterpene analogues, 1-azatricyclene and the 2-azatricyclene enantiomers. The cumulative rate increases of aziridination reactions observed by 1H NMR spectroscopy in CDCl3 resulting from the presence of one or two methyl groups on the cyclopentene double bond, in comparison to the rate of the unsubstituted parent amine (1:17.5:>280), indicate a highly electrophilic intermediate as the nitrene donor and a symmetrical aziridine-like transition state. A mechanism is outlined in which the amine displaces an acetate ligand from Pb(OAc)4 to form a lead(IV) amide intermediate RNHPb(OAc)3 proposed as the actual aziridinating species.

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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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When several diallyl esters were subjected to ADMET using Grubbs “first generation” catalyst only oligomerization occurred (DPs < 7), but with allyl hex-5-enoate the product had a DP of 14, and with allyl undec-10-enoate the products usually had DPs in the range 41-79. It is suggested that with the diallyl esters an intermediate is formed in which the ester carbonyl chelates onto the metal centre and that this is sufficiently stable to suppress polymerization. One possible explanation for the successful polymerization of allyl undece-10-enoate is that it is achieved indirectly via a ring-closing metathesis (RCM) to give a macrocycle that then reacts further by an entropically driven ring-opening polymerization (ED-ROMP) to give the final polymer. A cyclo-depolymerization (CDP) involving the metathesis of substituted allyl ester moieties in a polymer backbone and ED-ROMPs involving the metathesis of substituted allyl ester moieties in macrocycles catalyzed by Grubbs' "first generation" catalyst and/or the "second generation" catalyst were also successful. The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 246047-72-3 is helpful to your research., Electric Literature of 246047-72-3

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

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 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

The use of surface-initiated ring-opening metathesis polymerization (SI-ROMP) for producing polymer dielectric layers is reported. Surface tethering of the catalyst to Au or Si/SiO2 surfaces is accomplished via self-assembled monolayers of thiols or silanes containing reactive olefins. Subsequent SI-ROMP of norbornene can be conducted under mild conditions. Pentacene semiconducting layers and gold drain/source electrodes are deposited over these polymer dielectric films. The resulting field effect transistors display promising device characteristics, demonstrating for the first time that SI-ROMP can be used in the construction of organic thin-film electronic devices. Copyright

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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 activity of various Ru-alkylidene olefin metathesis catalyst types on the outcome of cross-metathesis of methyl oleate with 2-methyl-2-butene was studied.

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