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Syntheses of the three key building blocks (65, 98, and 100) required for the total synthesis of the proposed structure of azaspiracid-1 (1a) are described. Key steps include a TMSOTf-induced ring-closing cascade to form the ABC rings of tetracycle 65, a neodymium-catalyzed internal aminal formation for the construction of intermediate 98, and a Nozaki-Hiyama-Kishi coupling to assemble the required carbon chain of fragment 100. The synthesized fragments, obtained stereoselectively in both their enantiomeric forms, were expected to allow for the construction of all four stereoisomers proposed as possible structures of azaspiracid-1 (1a-d), thus allowing the determination of both the relative and absolute stereochemistry of the natural product.

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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 simple and efficient asymmetric synthesis of novel sp3-rich pyrrolidine chemical scaffolds over five steps starting from simple ketones is described. Key steps involve the use of tert-butanesulfinamide as a chiral auxiliary to perform an asymmetric Tsuji?Trost allylation, with subsequent cross-metathesis with an acrylate ester and reduction of the sulfinimine/cyclisation of the resulting amine giving the pyrrolidine scaffolds in high yields and diastereoselectivites. By removing the chiral auxiliary and functionalising the ester group, the resulting scaffold core can be further derivatised.

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

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

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Novel sulfoxide-ligated ruthenium complexes were prepared by reacting second-generation metathesis precatalysts with p-toluenesulfonyl chloride in the presence of a small excess of sulfoxide. (SIMes)Ru(S-DMSO)(Ind)Cl2 (M54) and (SIMes)Ru(S-DMSO)(CHPh)Cl2 (M54a) were characterized crystallographically and, in agreement with NMR spectroscopy, were found to adopt an unusual cis-dichloro configuration. Despite having traditionally latent geometry, the new complexes were found to be highly reactive precatalysts for routine metathesis transformations. Additionally, the robustness, scalability, and industrial utility of M54 as a ruthenium synthon are demonstrated.

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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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246047-72-3, Name is (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium, molecular formula is C46H65Cl2N2PRu, belongs to ruthenium-catalysts compound, is a common compound. In a patnet, once mentioned the new application about 246047-72-3, name: (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

The E-selective cross metathesis (CM) of fluorinated olefins with various functionalised alkenes in good to excellent yields is reported.

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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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The syntheses of seven macrocyclic analogues of the neuroprotective tripeptide glycyl-l-prolyl-l-glutamic acid (GPE) 1 are described. Macrocycles 6 and 7 mimic the cis conformer of GPE whereas macrocycles 2-5, 8, and 9 mimic the trans conformer of GPE. The macrocyclic peptides of well-defined geometry were prepared via Grubbs ring closing metathesis of an appropriate diene precursor. In turn each of the diene precursors were prepared from the readily available allyl-substituted amino acid building blocks 12, 13, 14, 27, 36 and 51. The Royal Society of Chemistry 2006.

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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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(Figure Presented) Like a big crown (ether): Cross-linked glycerol-based nanoparticles have been synthesized by ring-closing metathesis (RCM) of polyallyl glycerol dendrimers or hyperbranched polymers (see scheme). In organic solvents, the polyether nanoparticles show modest ionophoric abilities.

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

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

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A unique example of sequential ring-closing metathesis and cross-enyne metathesis is reported. Here, the in situ generated ethylene by product from ring-closing metathesis is trapped by alkyne moiety. No metathesis product formation was observed with more reactive second generation catalyst in the absence of ethylene. Differential chemoselectivity with the first and second generation Grubbs’ catalyst has been observed when the reaction was performed in presence of the external source of ethylene.

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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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A synthesis of the racemic 6-aryloxymethyl-5-hydroxy-2,3,4,5-[1H]-2- tetrahydrobenzazepin-4-one 2, for evaluation as a muscarinic (M3) antagonist, is described. 2-[2-tert-Butyldimethylsilyloxymethyl-6-(2,6- dimethoxyphenoxymethyl)phenyl]propan-2-ol 10 was prepared from 2,6-dimethyl-1-bromobenzene 5 and taken through to N-[3-(2,6- dimethoxyphenoxymethyl)-2-(propen-2-yl)phenyl]methyl-N-prop-2-enyl 2-nitrobenzene sulfonamide 4. However, attempts to cyclise this diene by alkene metathesis were unsuccessful, the open-chain alkene 15 being the only product isolated in yields of up to 70%. In a second approach to the 6-aryloxymethyl-5-hydroxytetrahydrobenzazepin-4-one, methyl (Z)-3-[2-(1-tert- butyldimethylsilyloxymethyl)-6-(1,6-dimethoxyphenoxymethyl)phenyl]but-2-enoate 24 was converted into (Z)-3-[2-hydroxymethyl-6-(2,6-dimethoxyphenoxymethyl) phenyl]but-2-enyl 2-nitrobenzene sulfonamide 17 which was cyclised under Mitsunobu conditions to the corresponding 2,3-dihydro-[1H]-2-benzazepine 3. The structure of this was confirmed by an X-ray crystal structure of its 2-(4-bromophenylsulfonyl) analogue 28, and functional group modification including hydroxylation, attachment of the requisite side-chain at C(2) and further oxidation gave the target compound 2 which was assayed for muscarinic (M3) activity. The Royal Society of Chemistry 2008.

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

The Absolute Best Science Experiment for (1,3-Bis(2,4,6-trimethylphenyl)-2-imidazolidinylidene)dichloro(phenylmethylene)(tricyclohexylphosphine)ruthenium

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(Figure Presented) We report the development of phototriggerable microcapsules and demonstrate the concept of protection and remote release of chemical species. Light-rupturable, liquid-filled microcapsules were prepared by coencapsulation of carbon nanotubes using a simple and robust interfacial polymerization technique. The incorporation of carbon nanotubes endows the microcapsules with the ability to respond to an external optical event. The triggered release of the liquid contents for the microcapsules may be achieved either in air or within a liquid medium via irradiation with a near-IR laser. Rupture of the impermeable shell-wall under irradiation is presumed to be due to an increase in internal pressure due to optothermal heating of the CNTs. The storage and triggered release of reactive small molecules and catalysts was demonstrated in the context of remotely initiated “click” reaction and ring-opening metathesis polymerization.

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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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We demonstrated a novel approach to produce robust bicontinuous nanoporous polymer membranes by ring-opening metathesis polymerization of a new norbornene-functional diblock copolymer and dicyclopentadiene followed by selective removal of a chemically etchable polylactide block. Polymerization-induced phase separation from the initial homogeneous tetrahydrofuran solution of all components led to a disordered but cocontinuous structure in the resulting cross-linked plastics. After polylactide removal, the nanoporous (ca. 20 nm pores) membranes exhibited excellent thermal stability and mechanical toughness, high specific surface areas, narrow pore size distributions, and good permeability. Copyright

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