Search results for "Phenyl group"

showing 10 items of 27 documents

Synthesis of an enantiopure 2-arylcyclohexanols from prochiral enol acetates by an enantioselective protonation/diastereoselective reduction sequence

2003

Abstract The enantioselective protonation with 2-sulfinyl alcohols of lithium enolates of 2-arylcyclohexanones with different substituents on the phenyl group takes place with excellent enantioselectivities (89–99%). Chiral 2-phenylcyclohexanone and 2-arylcyclohexanones carrying electron donor substituents on the aromatic ring are converted into the corresponding trans -2-arylcyclohexanols by diastereoselective reduction with sodium naphthalenide in the presence of acetamide. The stereochemical integrity of the tertiary stereocenter is fully preserved using this reduction procedure. Interestingly, the chiral proton source is not consumed in the synthesis.

Organic ChemistrySodium naphthalenideEnantioselective synthesisProtonationEnolMedicinal chemistryCatalysisStereocenterInorganic Chemistrychemistry.chemical_compoundEnantiopure drugchemistryPhenyl groupPhysical and Theoretical ChemistryAcetamideTetrahedron: Asymmetry
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Influence of the coligand in the magnetic properties of a series of copper(ii)–phenylmalonate complexes

2014

This work presents a series of layered systems based on phenylmalonate-containing copper(II) complexes and different coligands. Eight compounds [Cu(L)(Phmal)]n where L = pyrimidine (pym, 1) pyrazine (pyz, 2), 3-cyanopyridine (3-CNpy, 3), 4-cyanopyridine (4-CNpy, 4), 3-fluoropyridine (3-Fpy, 5), 3-chloropyridine (3-Clpy, 6), 3-bromopyridine (3-Brpy, 7) and 3-iodopyridine (3-Ipy, 8), have been synthesized and magneto-structurally characterized. The coligands selected not only modify the coordination environment of the metal ion, blocking or extending the polymerization, but also interact with the phenyl ring of the phenylmalonate ligand and dramatically affect the crystal packing through weak…

PyrazineStereochemistryLigandchemistry.chemical_elementGeneral ChemistryCondensed Matter PhysicsRing (chemistry)Magnetic susceptibilityCopperchemistry.chemical_compoundCrystallographysymbols.namesakechemistrysymbolsPhenyl groupGeneral Materials ScienceVan der Waals radiusCarboxylateCrystEngComm
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Über polygermane

1984

Abstract The optimum conditions for selectively cleaving off two phenyl groups in Ge2Ph6 by trichloroacetic acid have been determined. Neither trihaloacetic acids nor HCl/AlCl3 nor reactive tetrahalides MCl4 are suitable reagents for cleaving one phenyl group alone. The 13C NMR chemical shifts of functional phenyl-mono- and -digermanes are given. The crystal structure of 1,2-bis(trichloroacetate)tetraphenyldigermane has been determined and refined to R = 0.048. The digermane bond is bridged by both acetates (distances GeGe 239.3(2), GeO 207.3(3) and 231.4(3) pm). The Ge atoms have trigonal bipyramidal coordination.

StereochemistryChemical shiftOrganic ChemistryCrystal structureNuclear magnetic resonance spectroscopyCarbon-13 NMRBiochemistryMedicinal chemistryInorganic ChemistryTrigonal bipyramidal molecular geometrychemistry.chemical_compoundchemistryMaterials ChemistryPhenyl groupMoleculePhysical and Theoretical ChemistryDigermaneJournal of Organometallic Chemistry
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Pyrrolo[2,3-h]quinolinones: synthesis and photochemotherapic activity.

2003

A series of derivatives of the new ring system pyrrolo[2,3-h]quinoline-2-one was synthesized and evaluated as photoreagents toward cultured human tumor cells. Remarkable phototoxycity resulted for some derivatives, especially those bearing the phenyl group at the 7-position.

StereochemistryFibrosarcomaClinical BiochemistryPharmaceutical ScienceAntineoplastic AgentsQuinolonesRing (chemistry)BiochemistryChemical synthesischemistry.chemical_compoundStructure-Activity RelationshipDrug DiscoveryTumor Cells CulturedPhenyl groupHumansPhotosensitizerPyrrolesMolecular BiologyPhotosensitizing AgentsChemistryOrganic ChemistryGeneral MedicineIn vitroHuman tumorPhotochemotherapyCell cultureLactamMolecular MedicineDrug Screening Assays AntitumorBioorganicmedicinal chemistry letters
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Control of N-Heterocyclic Carbene Catalyzed Reactions of Enals: Asymmetric Synthesis of Oxindole-γ-Amino Acid Derivatives.

2017

A strategy to control the switch between a non‐cycloaddition reaction and a cycloaddition reaction of enals, using N‐heterocyclic carbene (NHC) catalyisis, has been developed. The new scalable protocol leads to γ‐amino‐acid esters bearing a tetrasubstituted stereocenter in good yields and high stereoselectivities by homo‐Mannich reactions of enals and isatin‐derived ketimines. By simply changing the N‐ketimine substituent to an ortho‐hydroxy phenyl group, the corresponding spirocyclic oxindolo‐γ‐lactams are obtained. peerReviewed

StereochemistrySubstituent010402 general chemistry01 natural sciencesCatalysisStereocenterCatalysischemistry.chemical_compoundaldehyditaldehydesPhenyl groupOxindoleta116orgaaniset yhdisteetkemiallinen synteesi010405 organic chemistryEnantioselective synthesisGeneral MedicineGeneral ChemistryCycloaddition0104 chemical scienceschemistryorganic compoundsCarbenechemical synthesisAngewandte Chemie (International ed. in English)
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Introducing a 1,1-diphenylethylene analogue for vinylpyridine: anionic copolymerisation of 3-(1-phenylvinyl)pyridine (m-PyPE)

2021

3-(1-Phenylvinyl)pyridine (m-PyPE), prepared by Wittig reaction from the readily available 3-benzoylpyridine, represents a structural analog of 1,1-diphenylethylene (DPE), one phenyl group being replaced by pyridine. The suitability of m-PyPE for the copolymerisation with vinylpyridine is reflected by the 13C NMR shifts of the β-carbon of 2-vinylpyridine (2-VP; 118.32 ppm) and m-PyPE (115.83 ppm, measured in CDCl3), which possess predictive character for carbanionic copolymerisation. In analogy to DPE and its manifold reported derivatives, carbanionic homopolymerisation of m-PyPE was not possible, due to its steric bulk. Copolymers of 2-VP and m-PyPE with varied composition have been synthe…

Steric effectsPolymers and PlasticsOrganic ChemistryBioengineeringBiochemistrychemistry.chemical_compoundMonomerchemistryPolymer chemistryWittig reactionPyridineCopolymerPhenyl groupGlass transitionStructural analogPolymer Chemistry
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Synthesis and Characterization of New Fluorescent Styrene-Containing Carborane Derivatives: The Singular Quenching Role of a Phenyl Substituent

2011

A set of neutral and anionic carborane derivatives in which the styrenyl fragment is introduced as a fluorophore group has been successfully synthesized and characterized. The reaction of the monolithium salts of 1-Ph-1,2-C(2)B(10)H(11), 1-Me-1,2-C(2)B(10)H(11) and 1,2-C(2)B(10)H(12) with one equivalent of 4-vinylbenzyl chloride leads to the formation of compounds 1-3, whereas the reaction of the dilithium salt of 1,2-C(2)B(10)H(12) with two equivalents of 4-vinylbenzyl chloride gives disubstituted compound 4. The closo clusters were degraded using the classical method, KOH in EtOH, to afford the corresponding nido species, which were isolated as tetramethylammonium salts. The crystal struc…

TetramethylammoniumQuenching (fluorescence)Organic ChemistrySubstituentGeneral ChemistryCrystal structurePhotochemistryMedicinal chemistryFluorescenceCatalysisDilithiumchemistry.chemical_compoundchemistryCarboranePhenyl groupta116Chemistry : A European Journal
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Stereo and regioselectivity in the phenylation of cationic allylpalladium(II) α-diimine complexes by tetraphenylborate anion

1993

The reaction of the cationic complex [Pd(4-methoxy-1,3-η3-cyclohexenyl)(py-2-CHNC6H4OMe-4)]+ (1) with BPh4− in the presence of fumaronitrile yields trans-3-methoxy-6-phenylcyclohexene (2a) and trans-4-methoxy-3-phenylcyclohexene (2b), in ca. 1 : 1 molar ratio. The trans stereochemistry of these products implies that the phenylation of the allyl ligand involves prior transfer of a phenyl group from BPh4− to the metal, followed by reductive coupling of the organic moieties. In the reactions of [Pd(η3-1,1-R1,R2-C3H3)(NN′)]+ (3) [NN′ 4-MeOH4C6NCHCHNC6H4OMe-4; py-2-CHNR (R  C6H4OMe-4, Me, or CMe3), 2,2′-bipyridine (bipy); R1  H, R2  Ph, Me; R1  R2  Me; with BPh4− in the presence of …

chemistry.chemical_classificationAllylic rearrangementAldimineDenticityTetraphenylborateChemistryStereochemistryOrganic ChemistryRegioselectivityBiochemistryMedicinal chemistryReductive eliminationInorganic Chemistrychemistry.chemical_compoundMaterials ChemistryPhenyl groupPhysical and Theoretical ChemistryDiimineJournal of Organometallic Chemistry
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Studien zum Vorgang der Wasserstoffübertragung 46. Zur kathodischen Spaltung von Alkyl- und Cycloalkyl(triphenyl)-phosphoniumsalzen; Abhängigkeit der…

1977

Die kathodische Spaltung von Methyl-, Butyl- und einiger Cycloalkyl(triphenyl)phosphoniumsalze wurde potentiostatisch und galvanostatisch durchgefuhrt. Beim Methyl(triphenyl)-phosphoniumsalz hangt die prozentuale Zusammensetzung der Spaltprodukte: Triphenylphosphin und Methyl(diphenyl)phosphin sowohl vom Potential als auch von der Temperatur ab, die sich ihrerseits wieder gegenseitig beeinflussen. Zusatze unterschiedlich strukturierter quartarer Ammoniumsalze als Leitsalz verandern das prozentuale Verhaltnis (C6H5)3P/(C6H5)2PCH3 nicht, wohl aber der Zusatz von Essigsaure, welche die Bildung von Methyl(diphenyl)phosphin begunstigt. - Bei den Cycloalkyl(triphenyl)phosphoniumsalzen mit Cyclohe…

chemistry.chemical_classificationOrganic ChemistryPhosphonium saltchemistry.chemical_compoundchemistryPolymer chemistryPhenyl groupMethanolPhosphoniumPhysical and Theoretical ChemistryTriphenylphosphineSelectivityAlkylPhosphineJustus Liebigs Annalen der Chemie
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Substituent effect on oxidative cyclization of aldehyde thiosemicarbazones with ferric chloride

1991

The reactivity of aldehyde thiosemicarbazones 1 with ferric chloride solutions was examined. When compounds 1 are not substituted on the N-2 nitrogen atom formation of 1,3,4-thiadiazole 3 heterocyclic ring was observed. In contrast 1,2,4-triazoline 4 and/or 1,3,4-thiadiazoline 5 heterocyclic rings were afforded when N-2 nitrogen atom carried a methyl or a phenyl group. The reaction mechanism is also discussed.

chemistry.chemical_classificationReaction mechanismChemistryOrganic ChemistrySubstituentRing (chemistry)ChlorideMedicinal chemistryAldehydechemistry.chemical_compoundmedicinePhenyl groupFerricReactivity (chemistry)medicine.drugJournal of Heterocyclic Chemistry
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