9-Sep-2021 News Some scientific research about C21H22N2O2S

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The reactivity of triethylaluminum towards salicylaldimine sulfonamides was probed, affording well-defined complexes through consecutive protonolysis of two Al-C bonds by the proligand. These complexes, when combined with an achiral anilinic N-oxide, catalyze the asymmetric addition of trimethylsilylcyanide to a wide range of aldehydes, with good activity and enantioselectivity (up to 91% ee). Insertion of the benzaldehyde substrate into the Al-N amido bond was observed, bringing elements for discussion around the nature of the actual active species.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

03/9/2021 News The important role of 144222-34-4

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A straightforward synthesis of a tetraarylphosphonium (TAP)-supported Noyori-Ikariya catalyst is described. The TAP-supported ruthenium precatalyst provided good conversions and high enantioselectivities for the asymmetric transfer hydrogenation of ketones in water. In addition the catalyst was easily recovered and used in multiple catalytic cycles.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Based on (1R,2R)-(+)-(1,2)-DPEN skeleton, a series of primary amine-sulfamide bifunctional catalysts were synthesized, which exhibited excellent catalytic performance in the Michael addition of acetone to beta-nitrostyrene. Therefore, a trifunctional heterogeneous catalyst was designed and prepared by simple N-sulfonyl reaction of (1R,2R)-(+)-(1,2)-DPEN and sulfonyl chloride resin. It was employed for the aforementioned addition without any additive and satisfactory results (80.5% conversion; 84.3% ee) were obtained. Meanwhile, the structural and textural properties of the catalyst were characterized by infrared spectroscopy (FT-IR), elemental analysis, SEM, and N2 adsorption and desorption experiments. Finally, the generality of the catalyst was investigated.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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The first report of an asymmetric transfer hydrogenation, in formic acid/triethylamine, of quinolines is described. Using a Ru(II) catalyst containing a 4-carbon tether, products of up to 73% ee were formed, whilst a Rh(III)-tethered catalyst gave products of up to 94% ee.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Catalysts function by providing an alternate reaction mechanism that has a lower activation energy than would be found in the absence of the catalyst. In some cases, the catalyzed mechanism may include additional steps.In a article, 144222-34-4, molcular formula is C21H22N2O2S, introducing its new discovery. Formula: C21H22N2O2S

(Chemical Equation Presented) A catalytic asymmetric Henry reaction has been developed with use of a sulfonyldiamine-CuCl complex as a catalyst. A series of new binaphthyl-containing sulfonyldiamine ligands (2a-h) were readily synthesized in two steps starting from commercially available chiral 1,2-diamines. The (R,R)-diamine-(R)-binaphthyl ligand (2d)-CuCl complex smoothly catalyzed the enantioselective Henry reaction with the assistance of pyridine to give the corresponding adduct with high enantiomeric excess (up to 93%). Moreover, the 2d-CuCl-pyridine system promotes the diastereoselective Henry reaction in syn-selective manner to give the adduct in up to 99% yield with 92:8 synlanti selectivity. The enantiomeric excess of the syn-adduct was 84% ee.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

Archives for Chemistry Experiments of 144222-34-4

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Asymmetric transfer hydrogenation of various simple aromatic ketones by the Ru-TsDPEN catalyst was shown to be feasible in aqueous HCOONa without calling for any catalyst modification, furnishing ee’s of up to 95% and significantly faster rates than in the HCOOH-NEt3 azeotrope.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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The polymer-supported organocatalyst was prepared by ion exchange reaction of MacMillan iminium catalyst with polymer-supported sulfonic acids. Resulting polymeric organocatalyst was effective for Diels-Alder reaction of 1,3-cyclopentadiene and trans-cinnamaldehyde in CH3OH/H2O, affording good enantioselectivity and reusability.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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Novel chiral PN4-type multidentate aminophosphine ligands have been successfully synthesized by Schiff-base condensation of bis(o-formylphenyl)phenylphosphane and various chiral amino-sulfonamides. Their structures were fully characterized by IR, EI-MS and NMR. The catalytic systems, prepared in situ from the multidentate ligands and iridium(I) complexes, showed high activity in asymmetric transfer hydrogenation of propiophenone in 2-propanol solution, leading to corresponding optical alcohol with up to 75% ee.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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A series of mono- and dialkylated derivatives of C2-symmetric N-tosyl-1,2-diphenylethylene diamines have been prepared and used as ligands for the enantiomeric control of the addition of diethylzinc to aldehydes. Addition products of up to 79% ee were formed.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI

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A class of new chiral tridentate N-tosylatedaminoimine ligands were synthesized and used in the Cu(I)-catalyzed enantioselective addition of phenylacetylene to imines. Good enantioselectivities in up to 91% ee were obtained.

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Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI