Tag: M.W:600-700

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Dirhodium(II) tetrakis(caprolactam)(SMILESS: C12=O[Rh+2]3(O=C4[N-]5CCCCC4)([N-]6C(CCCCC6)=O7)[N-](CCCCC8)C8=O[Rh+2]357[N-]1CCCCC2,cas:138984-26-6) is researched.Formula: C7H5NO. The article 《Highly Chemoselective 2,4,5-Triaryl-1,3-dioxolane Formation from Intermolecular 1,3-Dipolar Addition of Carbonyl Ylide with Aryl Aldehydes》 in relation to this compound, is published in Organic Letters. Let’s take a look at the latest research on this compound (cas:138984-26-6).

Rhodium(II) acetate catalyzed 1,3-dipolar cycloaddition of Me phenyldiazoacetate with a mixture of electron-rich and electron-deficient aryl aldehydes gave 1,3-dioxolanes in high yield with excellent chemoselectivity. The dirhodium tetraacetate-catalyzed three component dipolar cycloaddition of α-diazobenzeneacetic acid Me ester-derived ylide with 2,4,6-trimethoxybenzaldehyde (electron-rich) and 4-formylbenzonitrile (electron-deficient aldehyde) gave (2R,4S,5R)-rel-5-(4-cyanophenyl)-4-phenyl-2-(2,4,6-trimethoxyphenyl)-1,3-dioxolane-4-carboxylic acid Me ester (I) and (2R,4S,5S)-rel-5-(4-Cyanophenyl)-4-phenyl-2-(2,4,6-trimethoxyphenyl)-1,3-dioxolane-4-carboxylic acid Me ester in a 40:60 diastereomeric ratio. The crystal and mol. structures of I and its diastereomer were reported. The possible association of the intermediate α-diazobenzeneacetic acid Me ester-derived ylide with the metal catalyst was briefly investigated using dirhodium tetracaprolactamate and Rh2(S-DOSP)4 as catalysts.

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Highly efficient and robust molecular ruthenium catalysts for water oxidation,
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Computed Properties of C24H40N4O4Rh2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Dirhodium(II) tetrakis(caprolactam), is researched, Molecular C24H40N4O4Rh2, CAS is 138984-26-6, about A highly regio-, diastereo- and enantioselective intramolecular cyclopropanation reaction of a racemic α-diazo ketone catalyzed by chiral ortho-metalated dirhodium(II) compounds. Author is Perez-Prieto, Julia; Stiriba, Salah-Eddine; Moreno, Eduardo; Lahuerta, Pascual.

A series of racemic dirhodium(II) compounds with two ortho-metalated aryl phosphine ligands in a head-to-tail arrangement Rh2(O2CR)2(pc)2 (pc = ortho-metalated aryl phosphine) were tested in the regio- and stereoselective cyclopropanation of racemic 1-diazo-6-methyl-3-(2-propenyl)-5-hepten-2-one, which possesses two different reactive C:C double bonds for a five-membered ring formation. The complexes Rh2(O2CCH3)2(pc)2 {pc = [(C6H4)P(C6H5)2], [(p-CH3C6H3)P(p-CH3C6H4)2], and [(C6H4)P(C6H5)(C6F5)]} successfully enhanced the cyclopropanation of trisubstituted vs. monosubstituted C:C bonds to give an 80:20 selectivity ratio. The reaction occurred with excellent diastereoselectivity; the syn-products were the only stereoisomers observed in the whole series of the catalysts. Enantioenriched products were obtained when enantiomerically pure dirhodium(II) complexes were used.

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

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Cox, Geoffrey G.; Moody, Christopher J.; Austin, David J.; Padwa, Albert researched the compound: Dirhodium(II) tetrakis(caprolactam)( cas:138984-26-6 ).Category: ruthenium-catalysts.They published the article 《Chemoselectivity of rhodium carbenoids. A comparison of the selectivity for oxygen-hydrogen insertion reactions or carbonyl ylide formation versus aliphatic and aromatic carbon-hydrogen insertion and cyclopropanation》 about this compound( cas:138984-26-6 ) in Tetrahedron. Keywords: diazo carbonyl preparation decomposition rhodium catalyst; chemoselectivity rhodium carbenoid; insertion reaction decomposition diazo carbonyl; ylide carbonyl formation decomposition diazo carbonyl; cyclopropanation decomposition diazo carbonyl. We’ll tell you more about this compound (cas:138984-26-6).

A range of diazo carbonyl compounds, e.g., HO(CH2)3CHRCOC(:N2)CO2Me (R = benzyl, allyl, propargyl), containing two different functional groups has been prepared, and their rhodium(II) catalyzed decomposition studied as a means of probing the chemoselectivity of carbenoid intermediates. The results indicate that whereas O-H insertion reactions predominate over cyclopropanation and aromatic insertion reactions, carbonyl ylide formation vs. other competing processes is more finely balanced and is catalyst dependent.

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

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Dirhodium(II) tetrakis(caprolactam), is researched, Molecular C24H40N4O4Rh2, CAS is 138984-26-6, about Catalytic Oxidative Cleavage Reactions of Arylalkenes by tert-Butyl Hydroperoxide – A Mechanistic Assessment, the main research direction is arylalkene catalytic oxidative cleavage reaction mechanism tert butyl hydroperoxide.Application In Synthesis of Dirhodium(II) tetrakis(caprolactam).

Oxidative cleavage reactions of arylalkenes by tert-Bu hydroperoxide that occur by free radical processes provide access to carboxylic acid or ketone products. However, the pathway to these cleavage products is complex, initiated by regioselective oxygen radical addition to the carbon-carbon double bond. Subsequent reactions of the initially formed benzyl radical lead eventually to carbon-carbon cleavage. Thorough investigations of these reactions have identified numerous reaction intermediates that are on the pathways to final product formation, and they have identified a new synthetic methodol. for the synthesis of peroxy radical addition-induced hydroperoxide formation.

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

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: Dirhodium(II) tetrakis(caprolactam)( cas:138984-26-6 ) is researched.Application of 138984-26-6.McLaughlin, Emily C.; Choi, Hojae; Wang, Kan; Chiou, Grace; Doyle, Michael P. published the article 《Allylic Oxidations Catalyzed by Dirhodium Caprolactamate via Aqueous tert-Butyl Hydroperoxide: The Role of the tert-Butylperoxy Radical》 about this compound( cas:138984-26-6 ) in Journal of Organic Chemistry. Keywords: allylic oxidation dirhodium caprolactamate catalyst. Let’s learn more about this compound (cas:138984-26-6).

Dirhodium(II) caprolactamate exhibits optimal efficiency for the production of the tert-butylperoxy radical, which is a selective reagent for hydrogen atom abstraction. These oxidation reactions occur with aqueous tert-Bu hydroperoxide (TBHP) without rapid hydrolysis of the caprolactamate ligands on dirhodium. Allylic oxidations of enones yield the corresponding enedione in moderate to high yields, and applications include allylic oxidations of steroidal enones. Although methylene oxidation to a ketone is more effective, Me oxidation to a carboxylic acid can also be achieved. The superior efficiency of dirhodium(II) caprolactamate as a catalyst for allylic oxidations by TBHP (mol % of catalyst, % conversion) is described in comparative studies with other metal catalysts that are also reported to be effective for allylic oxidations That different catalysts produce essentially the same mixture of products with the same relative yields suggests that the catalyst is not involved in product-forming steps. Mechanistic implications arising from studies of allylic oxidation with enones provide new insights into factors that control product formation. A previously undisclosed disproportionation pathway, catalyzed by the tert-butoxy radical, of mixed peroxides for the formation of ketone products via allylic oxidation has been uncovered.

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

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 138984-26-6, is researched, SMILESS is C12=O[Rh+2]3(O=C4[N-]5CCCCC4)([N-]6C(CCCCC6)=O7)[N-](CCCCC8)C8=O[Rh+2]357[N-]1CCCCC2, Molecular C24H40N4O4Rh2Journal, Article, Water Science and Technology called Degradation of azo dye with dirhodium(II) caprolactamate as heterogeneous catalyst, Author is Elsherbiny, Abeer S.; El-Khalafy, Sahar H.; Doyle, Michael P., the main research direction is azo dye rhodium caprolactamate heterogeneous catalyst degradation.Name: Dirhodium(II) tetrakis(caprolactam).

The kinetics of the oxidative degradation of an azo dye Metanil Yellow (MY) was investigated in aqueous solution using dirhodium(II) caprolactamate, Rh2(cap)4, as a catalyst in the presence of H2O2 as oxidizing agent. The reaction process was followed by UV/Vis spectrophotometer. The decolorization and degradation kinetics were investigated and both followed a pseudo-first-order kinetic with respect to the [MY]. The effects of various parameters such as H2O2 and dye concentrations, the amount of catalyst and temperature have been studied. The studies show that Rh2(cap)4 is a very effective catalyst for the formation of hydroxyl radicals HO* which oxidized and degraded about 92% of MY into CO2 and H2O after 24 h as measured by total carbon analyzer.

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

Formula: C24H40N4O4Rh2. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: Dirhodium(II) tetrakis(caprolactam), is researched, Molecular C24H40N4O4Rh2, CAS is 138984-26-6, about Di- and trisubstituted γ-lactams via Rh(II)-carbenoid reaction of N-Cα-branched, N-bis(trimethylsilyl)methyl α-diazoamides. synthesis of (±)-α-allokainic acid.

Acyclic N-Cα-branched, N-bis(trimethylsilyl)methyl (N-BTMSM) diazoamides undergo regio-, chemo-, and diastereoselective Rh(II)-carbenoid C-H insertion to give 4,5-disubstituted and 3,4,5-trisubstituted γ-lactams. The conformational influence of the N-BTMSM group and the electronic effect of the O-pivaloyl moiety of the Cα-oxymethylene unit are essential for the observed regioselectivity. The synthesis of α-allokainic acid demonstrates the utility of the method.

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

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Stereoselective Synthesis of Chiral Sulfilimines from N-Mesyloxycarbamates: Metal-Nitrenes versus Metal-Nitrenoids Species, published in 2015-04-03, which mentions a compound: 138984-26-6, mainly applied to mesyloxycarbamate metal nitrene nitrenoid crystallog; stereoselective preparation chiral sulfilimine, Formula: C24H40N4O4Rh2.

The synthesis of a variety of chiral sulfilimines and sulfoximines is described. The amination of thioethers with a chiral N-mesyloxycarbamate was achieved in high yields and stereoselectivities using Rh2[(S)-nttl]4 as catalyst in the presence of 4-dimethylaminopyridine (DMAP) and a pyridinium salt, such as bis(DMAP)CH2Cl2 or a viologen salt. These additives proved instrumental to enhance both the yield and the stereochem. discrimination of the reaction. Mechanistic studies and control experiments have elucidated the role of these additives. DMAP served as an apical ligand for the rhodium catalyst: an x-ray crystal structure of the (DMAP)2·[Rh2{(S)-nttl}4] complex was obtained. This complex displayed a lower and irreversible redox potential. Control experiments with preformed Rh(II)-Rh(III) complex suggested such a catalytically active species in the thioether amination process. Diastereoselectivities were influenced by the sulfonyloxy leaving group, ruling out the possibility of a common metal nitrene species and instead suggesting a rhodium-nitrenoid complex. It is believed that the bispyridinium salt played the role of a phase transfer catalyst, influencing both the yield and the diastereoselectivity of the reaction.

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

Formula: C24H40N4O4Rh2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: Dirhodium(II) tetrakis(caprolactam), is researched, Molecular C24H40N4O4Rh2, CAS is 138984-26-6, about Highly selective enantiomer differentiation in intramolecular cyclopropanation reactions of racemic secondary allylic diazoacetates.. Author is Doyle, Michael P.; Dyatkin, Alexey B.; Kalinin, Alexey V.; Ruppar, Daniel A.; Martin, Stephen F.; Spaller, Mark R.; Liras, Spiros.

Highly efficient enantiomer differentiation of racemic secondary allylic diazoacetates in intramol. cyclopropanation reactions has been achieved using chiral dirhodium(II) carboxamidates. Dirhodium(II) tetrakis[methyl 2-oxazolidinone-4(S or R)-carboxylate], Rh2(4S-MEOX)4 or Rh2(4R-MEOX)4, provides the highest levels of enantiomer selectivity in cyclizations of racemic 2-cycloalken-1-yl diazoacetates affording enantiomeric excesses of 94-95% (C5 and C6) or 83% (C7). In reactions catalyzed by Rh2(4S-MEOX)4, (1S)-cycloalk-2-en-1-yl diazoacetates undergo cyclopropanation, whereas (1R)-cycloalk-2-en-1-yl diazoacetates form 2-cycloalkenones and 1-methylene-2-cycloalkenes. The mirror image isomers are formed from reactions catalyzed by Rh2(4R-MEOX)4. Thus, refluxing 2-cyclohexen-1-yl diazoacetate (I) with Rh2(4S-MEOX)4 in CH2Cl2 gave a 40% yield of bicyclic lactone (II) in 94% enantiomeric excess.

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

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Dirhodium(II) tetrakis(caprolactam)(SMILESS: C12=O[Rh+2]3(O=C4[N-]5CCCCC4)([N-]6C(CCCCC6)=O7)[N-](CCCCC8)C8=O[Rh+2]357[N-]1CCCCC2,cas:138984-26-6) is researched.Computed Properties of C8H12BCuF4N4. The article 《Cycloaddition Chemistry of 2-Vinyl-Substituted Indoles and Related Heteroaromatic Systems》 in relation to this compound, is published in Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:138984-26-6).

The intramol. Diels-Alder cycloaddition reaction (IMDAF) of several N-phenylsulfonylindolyl-substituted furanyl carbamates containing a tethered π-bond on the indole ring were examined as an approach to the iboga alkaloid catharanthine. Only in the case where the tethered π-bond contained two carbomethoxy groups did the [4+2]-cycloaddition occur. Push-pull dipoles generated from the Rh(II)-catalyzed reaction of diazo imides, on the other hand, undergo successful intramol. 1,3-dipolar cycloaddition across both alkenyl and heteroaromatic π-bonds to provide novel pentacyclic compounds (e.g. I) in good yield and in a stereocontrolled fashion. The facility of the cycloaddition was found to be critically dependent on conformational factors in the transition state. Ligand substitution in the rhodium(II) catalyst markedly altered the product ratio between [3+2]-cycloaddition and intramol. C-H insertion. The variation in reactivity reflects the difference in electrophilicity between the various rhodium carbenoid intermediates. Intramol. C-H insertion is enhanced with the more electrophilic carbene generated using Rh(II) perfluorobutyrate.

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