Search results for "Nitrone"

showing 10 items of 31 documents

Oxidation of N,N-Benzylalkylamines to Nitrones by Mo(VI) and W(VI) Polyperoxo Complexes

1996

Abstract Oxidation of N,N-benzylalkylamines in chloroform by Mo(VI) and W(VI) polyperoxo complexes (PPC) of general formula Q+3{PO4[MO(O2)2]4}3− (Q+ = onium ion) yield the corresponding nitrones as oxidized products quantitatively. Only in the case of N,N-benzylmethylamine the formation of nitrone is accompanied by 25% of benzaldoxime. Oxidation of N,N-benzyltertbutylamine and N,N-benzylisopropylamine follows second order kinetics. This finding does not disqualify the hypothesis that the reaction might occur by a rate determining nucleophilic attack of the amine onto the peroxide oxygens leading, through a Bartlett-type transition state, to the probable formation of the corresponding hydrox…

chemistry.chemical_classificationReaction mechanismLigandStereochemistryPolyperoxo complexesProcess Chemistry and TechnologyN-benzylalkylaminesNPolyperoxo complexes; NN-benzylalkylamines; OxidationMedicinal chemistryPeroxideCatalysisNitroneReaction coordinateAdductchemistry.chemical_compoundHydroxylaminechemistryNucleophileOxidationPhysical and Theoretical Chemistry
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The role of the trifluoromethyl group in reactivity and selectivity in polar cycloaddition reactions. A DFT study

2012

Abstract The role of the trifluoromethyl group in reactivity, regio-, and stereoselectivity in cycloaddition reactions has been analyzed by studying the 1,3-dipolar cycloaddition (13DC) reactions of nitrone 4 with 3,3,3-trifluoro-1-nitropropene 7b and 3,3,3-trifluoro-2-nitropropene 14 using density functional theory (DFT) methods at the B3LYP/6-311G(d) level. The recent M06-2X functional has also been evaluated but, although the thermodynamic performance is improved, the kinetic data are not necessarily better than those obtained by the popular B3LYP functional for cycloaddition reactions. Four reactive channels associated with the meta and ortho regio- and endo and exo stereoselective appr…

chemistry.chemical_classificationTrifluoromethylChemistryStereochemistryOrganic ChemistryRegioselectivityBiochemistryCycloadditionNitronechemistry.chemical_compoundNitroethyleneDrug DiscoveryElectrophileStereoselectivityReactivity (chemistry)Tetrahedron
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Heterocyclic rearrangements. Synthesis of 1,2,4-oxadiazolo[2,3-a]pyrimidinium systems and their ring opening into pyrimidineN-oxides

1986

Reaction des methyl- et phenyl-5 amino-3 oxadiazoles-1,2,4 avec l'acetylacetone ou la benzoylacetone en presence d'acide perchlorique: obtention de methyl- et phenyl-2 methyl- et phenyl-5 methyl-7 oxadiazolo [2,3-a] pyrimidiniums-4 qui se decyclisent ensuite en oxydes-1 d'acylamino-2- et amino-2 methyl-4 methyl- et phenyl-6 pyrimidines

chemistry.chemical_classificationchemistry.chemical_compoundchemistryPyrimidineStereochemistryAcetylacetoneOrganic ChemistryPerchloric acidRing (chemistry)Medicinal chemistryBond cleavageNitroneJournal of Heterocyclic Chemistry
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Synthesis, molecular structure, spectroscopic properties and stability of (Z)-N-methyl-C-2,4,6-trimethylphenylnitrone.

2015

Abstract New N-methyl-C-2,4,6-trimethylphenylnitrone 1 has been synthesized starting from N-methylhydroxylamine and mesitaldehyde. The product was fully characterized using different spectroscopic techniques; FTIR, NMR, UV–Vis, high resolution mass spectrometry and X-ray diffraction. The relative stability and percent of population of its two possible isomers (E and Z) were calculated using the B3LYP/6-311++G(d,p) method in gas phase and in solution. In agreement with the X-ray results, it was found that Z-isomer is the most stable one in both gas phase and solution. The molecular geometry, vibrational frequencies, gauge-including atomic orbital (GIAO), and chemical shift values were also c…

chemistry.chemical_classificationeducation.field_of_studyspectroscopynitronesPopulationAnalytical chemistryAtomic and Molecular Physics and OpticsAnalytical ChemistryNitroneMolecular geometryAtomic orbitalchemistryPolarizabilityMoleculeHypsochromic shifteducationInstrumentationta116Natural bond orbitalSpectrochimica acta. Part A, Molecular and biomolecular spectroscopy
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Organocatalytic enantioselective synthesis of trifluoromethyl-containing tetralin derivatives by sequential (hetero)Michael reaction–intramolecular n…

2017

The enantioselective synthesis of tetralin derivatives bearing a trifluoromethylated all‐carbon quaternary stereocenter has been accomplished through a synthetic sequence comprising an organocatalytic β‐functionalization of ortho‐1‐trifluoromethylvinyl‐(hetero)aromatic conjugated aldehydes followed by the intramolecular nitrone 1,3‐cycloaddition reaction (INCR). Both nitromethane and N‐Cbz‐hydroxylamine were employed as nucleophiles in the initial organocatalytic conjugate addition step, which provided the chiral information required for the subsequent diastereoselective INCR. Although diastereoselectivity was moderate, good yields and enantioselectivities were, in general, obtained. Intere…

chemistry.chemical_classificationfluorinated amino alcoholsTrifluoromethyl010405 organic chemistryEnantioselective synthesisGeneral Chemistryfluorinated tetralins010402 general chemistry01 natural sciencesMedicinal chemistryCycloaddition0104 chemical sciencesNitroneStereocenterchemistry.chemical_compoundchemistryNucleophileIntramolecular forceMichael reactionOrganic chemistryquaternary stereocentersorganocatalysisaza-Michael additionnitro-Michael addition
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Crystal structure of C-2-benzo-thia-zole-N-methyl-nitrone.

2015

The molecule of the title compound {systematic name:N-[(benzothiazol-2-yl)methylidene]methylamineN-oxide}, C9H8N2OS, is close to planar [maximum deviation from the mean plane = 0.081 (2) Å], its conformation being stabilized by a strong intramolecular attractive S...O interaction [2.6977 (16) Å]. In the crystal, molecules are linked into centrosymmetric dimers by pairs of weak C—H...O hydrogen bonds.

chemistry.chemical_classificationnitronecrystal structureCrystallographyHydrogen bondS...O attractive interactionMaximum deviationbenzo­thia­zolebenzothiazoleGeneral ChemistryCrystal structureCondensed Matter PhysicsBioinformaticsData ReportsS⋯O attractive inter­actionNitroneCrystalchemistry.chemical_compoundCrystallographychemistryBenzothiazoleQD901-999General Materials ScienceActa crystallographica. Section E, Crystallographic communications
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Crystal structure oftrans-dichloridobis[N-(5,5-dimethyl-4,5-dihydro-3H-pyrrol-2-yl-κN)acetamide]palladium(II) dihydrate

2017

The title complex, [PdCl2(C8H14N2O)2]·2H2O, was obtained by N–O bond cleavage of the oxadiazoline rings of thetrans-[dichlorido-bis(2,5,5-trimethyl-5,6,7,7a-tetrahydropyrrolo[1,2-b][1,2,4]oxadiazole-N1)]palladium(II) complex. The palladium(II) atom exhibits an almost square-planar coordination provided by twotrans-arranged chloride anions and a nitrogen atom from each of the two neutral organic ligands. In the crystal, N—H...O, O—H...O and O—H...Cl hydrogen bonds link complex molecules into double layers parallel to thebcplane.

crystal structureNitrileInorganic chemistrychemistry.chemical_elementCrystal structure010402 general chemistry010403 inorganic & nuclear chemistry01 natural sciencesMedicinal chemistryNitronechemistry.chemical_compoundGeneral Materials ScienceN—O bond cleavageta116cycloadditionBond cleavagenitronechemistry.chemical_classificationCrystallographynitrileChemistryHydrogen bondGeneral Chemistrypalladiumcyclo­additionCondensed Matter PhysicsCycloaddition0104 chemical sciencesQD901-999AcetamidePalladiumActa Crystallographica Section E Crystallographic Communications
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Crystal structure of (2R*,3aR*)-2-phenylsulfonyl-2,3,3a,4,5,6-hexahydropyrrolo[1,2-b]isoxazole

2017

The title compound, C12H15NO3S, was prepared by 1,3-dipolar cycloaddition of 3,4-dihydro-2H-pyrrole 1-oxide and phenyl vinyl sulfone. In the molecule, both fused five-membered rings display a twisted conformation. In the crystal, C—H...O hydrogen bonds link neighbouring molecules, forming chains running parallel to thebaxis.

crystal structurenitronesStereochemistryCrystal structure010402 general chemistry01 natural sciencesCrystalchemistry.chemical_compoundisoxazolidinesGeneral Materials ScienceIsoxazolesulfonesSulfonylchemistry.chemical_classificationCrystallography010405 organic chemistryChemistryHydrogen bondGeneral ChemistryPhenyl vinyl sulfoneCondensed Matter PhysicsHEXA0104 chemical sciencesCrystallographyQD901-999hydrogen bondsActa Crystallographica Section E: Crystallographic Communications
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Crystal structure of trans-di­chloridobis­[N-(5,5-di­methyl-4,5-di­hydro-3H-pyrrol-2-yl-κN)acetamide]palladium(II) dihydrate

2017

The title complex, [PdCl2(C8H14N2O)2]2H2O, was obtained by N–O bond cleavage of the oxadiazoline rings of the trans-[dichlorido-bis(2,5,5-trimethyl- 5,6,7,7a-tetrahydropyrrolo[1,2-b][1,2,4]oxadiazole-N1 )]palladium(II) complex. The palladium(II) atom exhibits an almost square-planar coordination provided by two trans-arranged chloride anions and a nitrogen atom from each of the two neutral organic ligands. In the crystal, N—HO, O—HO and O—HCl hydrogen bonds link complex molecules into double layers parallel to the bc plane. peerReviewed

nitronecrystal structurenitrileN—O bond cleavagecyclo­additionpalladium
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Crystal structure of

2017

The synthesis and crystal structure of the complex trans-[di­chlorido-bis­(N-(4,5-di­hydro-5,5-dimethyl-3H-pyrrol-2-yl)acetamide)]palladium(II) dihydrate is described.

nitronecrystal structurenitrileN—O bond cleavagepalladiumcyclo­additionResearch CommunicationsActa crystallographica. Section E, Crystallographic communications
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