Search results for "phosphine ligand"

showing 5 items of 5 documents

Intermolecular oxidative dehydrogenative 3,3′-coupling of benzo[b]furans and benzo[b]thiophenes promoted by DDQ/H+: total synthesis of shandougenine B

2016

With an excess of a strong acid, 2,3-dichloro-5,6-dicyano-1,4-quinone (DDQ) is shown to promote metal-free intermolecular oxidative dehydrogenative (ODH) 3,3'-coupling of 2-aryl-benzo[b]furans and 2-aryl-benzo[b]thiophenes up to 92% yield as demonstrated with 9 substrates. Based on the analysis of oxidation potentials and molecular orbitals combined with EPR, NMR and UV-Vis observations, the studied reaction is initiated by a DDQ-substrate charge transfer complex and presumably proceeds via oxidation of the substrate into an electrophilic radical cation that further reacts with another molecule of a neutral substrate. The coupling reactivity can easily be predicted from the oxidation potent…

116 Chemical sciencesEFFICIENTfree radicalscoupling reactionsvapaat radikaalit010402 general chemistryPhotochemistry01 natural sciencesMedicinal chemistryCoupling reactionoxidative dehydrogenationC BOND FORMATIONSCHOLL REACTIONELECTRON-TRANSFERMolecular orbitalReactivity (chemistry)luonnonaineiden synteesiDIPHOSPHINE LIGANDSta116BASIS-SETSCATALYZED STEREOSELECTIVE REACTIONS010405 organic chemistryChemistryOrganic ChemistrykytkentäreaktiotSubstrate (chemistry)Total synthesishapettava dehydroganaatiolaskennallinen kemiaCharge-transfer complex0104 chemical sciencesRadical ionsynthesis of natural productsACIDElectrophileCATION-RADICALSHETEROCYCLESOrganic Chemistry Frontiers
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Crystal structure of tricarbon­yl(N-di­phenyl­phosphanyl-N,N′-diisopropyl-P-phenyl­phospho­nous di­amide-κ2 P,P′)cobalt(I) tetra­carbonyl­cobaltate(−…

2014

The title compound {Co(CO)3[Ph2PN(i-Pr)P(Ph)N(H)i-Pr]}[Co(CO)4] is an ionic species consisting of a Co(CO)3[Ph2PN(i-Pr)P(Ph)N(H)i-Pr] cation and a [Co(CO)4] anion.

crystal structureCrystallographyChemistryHydrogen bondmetallacycleTricarbonchemistry.chemical_elementGeneral ChemistryCrystal structureMetallacycleCondensed Matter PhysicsTolueneMedicinal chemistrycobaltResearch Communicationsphosphine ligandchemistry.chemical_compoundQD901-999AmideGeneral Materials ScienceCobaltCoordination geometryActa Crystallographica Section E: Structure Reports Online
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Enantiocontrol in the intermolecular cyclopropanation reaction catalyzed by dirhodium(II) complexes with ortho-metalated aryl phosphine ligands

2001

(P) and (M) dirhodium(II) complexes with ortho-metalated aryl phosphines are assessed as chiral catalysts in the enantioselective cyclopropanation of styrenes by ethyl diazoacetate; enantioselectivities up to 91% and up to 87%, respectively, for cis- and trans-2-arylcyclopropanecarboxylates are observed. Barberis, Mario, Mario.Barberis@uv.es ; Lahuerta Peña, Pascual, Pascual.lahuerta@uv.es ; Perez Prieto, Julia, Julia.Perez@uv.es ; Sanau Torrecilla, Mercedes, Mercedes.Sanau@uv.es

CyclopropanationUNESCO::QUÍMICAMedicinal chemistry:QUÍMICA [UNESCO]CatalysisCatalysischemistry.chemical_compoundEthyl diazoacetateMaterials ChemistryOrganic chemistryPhosphine ligandsEnantiocontrol ; Intermolecular cyclopropanation ; Catalyst ; Phosphine ligandsArylIntermolecular forceMetals and AlloysEnantioselective synthesisGeneral ChemistryUNESCO::QUÍMICA::Química macromolecularSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialsEnantiocontrolchemistryCeramics and Composites:QUÍMICA::Química macromolecular [UNESCO]CatalystIntermolecular cyclopropanationPhosphine
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Phospholylmethano P-chirogenic-phosphine-borane as P-(η2-BH3)-chelating ligands of rhodium (I): Synthesis, characterization and asymmetric hydrogenat…

2021

International audience; The stereoselective synthesis of new phospholylmethano P-chirogenic-phosphine-borane was achieved by P-C bond formation of the bridge, using electrophilic or nucleophilic P*-building blocks. These P1CH2P2*.BH3 ligands behaved as chelating (κ1-P1)-(η2-BH3) entities towards the cationic rhodium(I) centre. The resulting chiral rhodium complexes were tested in asymmetric rhodium catalyzed hydrogenation of methyl 2-(acetamido)acrylate.

chemistry.chemical_elementBorane010402 general chemistry01 natural sciencesBiochemistryMedicinal chemistryRhodiumCatalysisInorganic Chemistrychemistry.chemical_compoundNucleophileMaterials Chemistry[CHIM.COOR]Chemical Sciences/Coordination chemistryPhysical and Theoretical Chemistry010405 organic chemistryOrganic ChemistryAsymmetric hydrogenationCationic polymerizationStereoselective synthesis0104 chemical sciences3. Good healthP-chirogenic phosphine ligandCoordination chemistrychemistryAsymmetric hydrogenationElectrophilePhosphine
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Applications and stereoselective syntheses of P-chirogenic phosphorus compounds.

2016

International audience; Phosphorus compounds bearing chirality on the P-center are usually qualified as P-chirogenic or P-stereogenic. This chemical class concerns natural products, agrochemistry, molecular materials, biology and pharmacy, although it is certainly in coordination chemistry and in asymmetric catalysis using chiral transition metal complexes that P-chirogenic phosphorus compounds are the most used. The chiral phosphine ligands and their uses in asymmetric metal-catalyzed reactions have been widely reviewed in literature. However, an overview covering the applications as well as the stereoselective syntheses of all classes of phosphorus compounds has not yet been provided. Thi…

chemistry.chemical_elementring-closing metathesis010402 general chemistryenantioselective transfer hydrogenation[ CHIM ] Chemical Sciences01 natural sciencesCoordination complexcatalyzed asymmetric hydrogenationchemistry.chemical_compoundactive phosphine oxides[CHIM]Chemical Scienceschiral diphosphine ligandsOrganic chemistryMolecular materialstransition-metal catalysischemistry.chemical_classificationacyl-transfer catalysts010405 organic chemistryPhosphorusEnantioselective synthesisc migration rearrangementGeneral Chemistry0104 chemical scienceschemistrytert-butylphenylphosphine oxideStereoselectivityray crystal-structureChirality (chemistry)PhosphineChemical Society reviews
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