The Absolute Best Science Experiment for (1,3-Dimesitylimidazolidin-2-ylidene)(2-isopropoxybenzylidene)ruthenium(VI) chloride

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Stereoselective tandem synthesis of syn-1,3-diol motifs, abundantly present in polyketide natural products and relevant pharmaceuticals, was achieved from homoallylic alcohols, alpha,beta-unsaturated ketones, and aldehydes. Olefin cross-metathesis of homoallylic alcohols with alpha,beta-unsaturated ketones, hemiacetalization of the resultant alcohols with aldehydes, and subsequent intramolecular oxa-Michael addition of the derived hemiacetals furnished syn-1,3-dioxane derivatives in good to excellent yields without isolation of any intermediates. The acetal moiety of the resultant syn-1,3-dioxanes could be cleaved chemoselectively/regioselectively under mild conditions in subsequent transformations.

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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-Dimesitylimidazolidin-2-ylidene)(2-isopropoxybenzylidene)ruthenium(VI) chloride

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A simple and straightforward assembly of the yohimban skeleton was achieved by condensation of an acyclic beta-keto ester with tryptamine, followed by consecutive cross metathesis and tandem cyclization reactions, leading to the formation of three new rings. The whole process was readily carried out in the one-flask providing a rapid entry to the pentacyclic scaffold of yohimbine alkaloids.

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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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A general and efficient procedure for the preparation of 2,6-disubstituted piperidines bearing one alkene- or alkyne-containing substituent was developed by using non-racemic Betti base as a chiral auxiliary. Many chiral benzylamines are excellent auxiliaries, but they were rarely used for this purpose because of the inefficient removal of the N-benzyl auxiliary residue under non-hydrogenative conditions. We found that N,N-disubstituted Betti base derivative has a typical Mannich structure of o-naphthol. When it carried out a base-catalyzed formation of o-quinone methide, an efficient non-hydrogenative N-debenzylation was achieved, and the alkene and alkyne groups survived. To demonstrate the efficiency of the method and the versatility of the products, asymmetric total syntheses of indolizidine-alkaloids (-)-167B, (-)-195H, (-)-209D and (-)-223AB were accomplished.

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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 use of olefin metathesis as a construction tool for multimetallic salen-based structures is described. The approach involves mono- and diallyl-functionalized metallosalen complexes that can be directly coupled by metathesis leading to dimetallic species or mixtures of linear and cyclic oligomers. The metathesis of bis-allyl Ni(salen) complexes has been studied in detail. At high concentration it is possible to selectively obtain di-Ni species rather than heavier oligomers while under dilute conditions cyclic rather than linear oligomers are preferentially obtained. A mono-allyl Zn(salphen) complex was efficiently coupled using metathesis to give the di-Zn(salphen) product, which was subsequently transmetalated with a variety of metals to yield dimetallic salens of potential catalytic interest. Finally, a tetranuclear Zn4 macrocycle was also prepared using buildings blocks obtained by metathesis from commercially available precursors. The methods described herein allow for the facile construction of multi-centered Schiff base complexes of catalytic or supramolecular interest.

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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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Biomimetic syntheses of functionalized gamma-resorcylates from 2,2,6-trimethyl-4H-1,3-dioxin-4-one derivatives are reported. Cross metathesis of 2,2-dimethyl-6-vinyl-4H-1,3-dioxin-4-one with homoallylic esters or aldol reactions of tert-butyl or benzyl esters with 1-(2,2-dimethyl-4-oxo-4H-1,3- dioxin-6-yl)-acetone and related ketones followed by aromatization under mild Appel-type reaction conditions gave a range of gamma-resorcylates.

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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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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. 301224-40-8, Name is (1,3-Dimesitylimidazolidin-2-ylidene)(2-isopropoxybenzylidene)ruthenium(VI) chloride, molecular formula is C31H38Cl2N2ORu. In a Patent,once mentioned of 301224-40-8, Recommanded Product: (1,3-Dimesitylimidazolidin-2-ylidene)(2-isopropoxybenzylidene)ruthenium(VI) chloride

A process for the synthesis of an unsaturated product by cross metathesis between a first unsaturated compound having at least 8 carbon atoms and a second unsaturated compound having less than 8 carbon atoms, the first unsaturated compound being capable of producing an unsaturated coproduct comprising more than 14 carbon atoms, by homometathesis, said process including at least one production phase which includes: feeding a reactor with the first unsaturated compound; feeding the reactor with the second unsaturated compound; feeding the reactor with at least a first metathesis catalysts, then feeding the reactor with at least a second metathesis catalyst; withdrawing a product stream arising from the reactor; the turnover number of the first catalyst being higher than the turnover number of the second catalyst so as to achieve the same target degree of conversion of the first unsaturated compound.

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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 1,2-diamine (vicinal diamine) motif is present in a number of natural products with interesting biological activity and in many chiral molecular catalysts. The efficient and stereocontrolled synthesis of enantioenriched vicinal diamines is still a challenge to modern chemical methodology. We report here both syn- and anti-selective asymmetric direct Mannich reactions of N-protected aminoacetaldehydes with N-Boc-protected imines catalyzed by proline and the axially chiral amino sulfonamide (S)-3. This organocatalytic process represents the first example of a Mannich reaction using Z- or Boc-protected aminoacetaldehyde as a new entry of alpha-nitrogen functionalized aldehyde nucleophile in enamine catalysis. The obtained optically active vicinal diamines are useful chiral synthons as exemplified by the formal synthesis of (-)-agelastatin A.

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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 scope of the Ru-catalyzed cross-metathesis of allyl acetates and styrenes was explored. A variety of electronically and structurally divergent styrenes were tolerated, and the resultant products were obtained in reasonable yields. The reported method was utilized in the synthesis of inhibitors of the proliferation of glioma and colorectal cancer cells, tripolinolate A and its diacetate analog.

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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-Dimesitylimidazolidin-2-ylidene)(2-isopropoxybenzylidene)ruthenium(VI) chloride

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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. 301224-40-8, Name is (1,3-Dimesitylimidazolidin-2-ylidene)(2-isopropoxybenzylidene)ruthenium(VI) chloride, molecular formula is C31H38Cl2N2ORu. In a Article,once mentioned of 301224-40-8, HPLC of Formula: C31H38Cl2N2ORu

Three mono-N-heterocyclic carbene (NHC) ruthenium 2-isopropoxybenzylidene (10 a?c) and one bis(NHC) indenylidene complex (8) bearing an unsymmetrical N-heterocyclic carbene ligand were synthesized and structurally characterized by single-crystal X-ray diffraction. The catalytic activity of the newly obtained complexes were evaluated in ring-closing metathesis (RCM) and ene?yne (RCEYM) reactions in toluene and environmentally friendly 2-MeTHF under air. The results confirmed that although all tested reactions can be successfully mediated by catalysts 10 a?c, their general reactivity is lower than the benchmark all-purpose Ru catalysts with symmetrical NHC ligands. However, the latter cannot compete with specialized ruthenium complex 10 a in industrially relevant self-CM of terminal olefins in neat conditions.

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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-Dimesitylimidazolidin-2-ylidene)(2-isopropoxybenzylidene)ruthenium(VI) chloride

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A variety of structurally intricate polycycles have been assembled through ruthenium-catalysed ring-rearrangement metathesis of norbornene derivatives. The various substrates required for this work were prepared using Diels?Alder reactions and Grignard additions as key steps. Enyne ring-rearrangement metathesis of a norbornene system containing a propargyl moiety produced a 1,3-diene; this was then treated with an appropriate dienophile to deliver the corresponding cycloaddition product.

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