Search results for "SUBSTITUTION"

showing 10 items of 536 documents

N1-Functionalized Indole-Phosphane Oxazoline (IndPHOX) Ligands in Asymmetric Allylic Substitution Reactions

2012

N-Functionalized IndPHOX ligands bearing various groups have been synthesized and the effects of the N1-substituent on the reaction rate, yield, and asymmetric induction in a palladium-catalyzed allylic substitution reaction are reported. The presence of an oxygen atom in the ligands, namely an N-MOM or N-THP group, led to enhancement of the enantioselectivity in the allylic amination reaction. In addition, a ligand with a chiral oxazoline ring at C-1 and a phosphane substituent at C-2 provided high enantioselectivity in good yield in an asymmetric allylic alkylation reaction.

Substitution reactionAllylic rearrangementChemistryorganic chemicalsOrganic ChemistrySubstituentfood and beveragesOxazolineAlkylationAsymmetric inductionMedicinal chemistrychemistry.chemical_compoundTsuji–Trost reactionPhysical and Theoretical Chemistryta116AminationEuropean Journal of Organic Chemistry
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ChemInform Abstract: N1-Functionalized Indole-Phosphane Oxazoline (IndPHOX) Ligands in Asymmetric Allylic Substitution Reactions.

2012

N-Functionalized IndPHOX ligands bearing various groups have been synthesized and the effects of the N1-substituent on the reaction rate, yield, and asymmetric induction in a palladium-catalyzed allylic substitution reaction are reported. The presence of an oxygen atom in the ligands, namely an N-MOM or N-THP group, led to enhancement of the enantioselectivity in the allylic amination reaction. In addition, a ligand with a chiral oxazoline ring at C-1 and a phosphane substituent at C-2 provided high enantioselectivity in good yield in an asymmetric allylic alkylation reaction.

Substitution reactionAllylic rearrangementStereochemistryLigandorganic chemicalsSubstituentfood and beveragesGeneral MedicineOxazolineAsymmetric inductionchemistry.chemical_compoundTsuji–Trost reactionchemistryAminationChemInform
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Rate Effects of AOT-Stabilized Microemulsions on Reactions of Ligand Substitution in Cationic Palladium(II) Complexes

1998

Rate data for the substitution reactions of the coordinated ligand X (=2,2‘-bipyridine or 4,4‘-dimethyl-2,2‘-bipyridine) of the palladium(II) complex [Pd(en)X]2+, where en = ethylenediamine, by en or N,N-dimethylethylenediamine in heptane−AOT−water microemulsions have been obtained at 25.0 °C as a function of the AOT concentration at the constant R (=[H2O]/[AOT]) values of 3, 8, and 20 or 30. The overall second-order rate constants are higher in microemulsions than in bulk water and decrease significantly as both the AOT concentration (at constant R) and the molar ratio R (at a given [AOT]) increase. The quantitative analysis of the kinetic data, made by applying the pseudophase model, lead…

Substitution reactionAqueous solutionLigandchemistry.chemical_elementEthylenediamineSurfaces Coatings and Filmschemistry.chemical_compoundReaction rate constantchemistryNucleophileMaterials ChemistryPhysical chemistryOrganic chemistryMicroemulsionPhysical and Theoretical ChemistryPalladiumThe Journal of Physical Chemistry B
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Frontispiece: Fluorine‐Containing Drugs Approved by the FDA in 2018

2019

Substitution reactionChemistryOrganic ChemistryHuman immunodeficiency virus (HIV)Cancerchemistry.chemical_elementFluorine containingGeneral Chemistrymedicine.diseasemedicine.disease_causeCombinatorial chemistryCatalysismedicineFluorineChemistry – A European Journal
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INSERTION OF ISOCYANIDES INTO THE PALLADIUM CARBON BOND OF C-2-PALLADATED HETEROCYCLES - SYNTHESIS OF TRANS-[PDCL(C(RN)=NR) (PPH3)2] COMPLEXES (RN = …

1985

The titles complexes trans-[PdCl{C(RN)NR}(PPh3)2] (RN = 2-pyridyl (2-py), R = p-C6H4OMe, Me; RN = 2-pyrazyl (2-pyz), R = p-C6H4OMe) can be prepared by reaction of the N-protonated compounds, cis-[PdCl2(RNH)(PPh3] (RNH = 2-pyridylium (2-pyH) or 2-pyrazylium (2-pyzH) group), with PPh3, followed by addition of the isocyanide CNR and deprotonation with triethylamine, in a molar ratio Pd/PPh3/CNR/NEt3 of 1/1/1/1.1. The reaction sequence involves the successive formation of the cationic intermediates trans-[PdCl(RNH)(PPh3)2]+, trans-[Pd(RNH)(CNR)(PPh3)2]2+ and trans-[Pd(RN)(CNR)(PPh3)2]+, which were isolated and characterized as perchlorate salts for RN = 2-pyridyl. In the final step the coordin…

Substitution reactionChemistryStereochemistryIsocyanideMigratory insertionProtonationMedicinal chemistryInorganic Chemistrychemistry.chemical_compoundDeprotonationMaterials ChemistryPhysical and Theoretical ChemistryTriphenylphosphineTriethylamineMethyl group
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Reactivity of the ansa-Bridged Metallocene Dichlorides [X(η5-C5H4)2]MCl2 (X = SiMe2, CMe2; M = Mo, W) toward Metallophosphide Anions [PPh2M‘(CO)x]- (…

1997

Two kinds of ansa derivatives, [SiMe2(η5-C5H4)2]MCl2 and [CMe2(η5-C5H4)2]MCl2 (M = Mo, W), are reacted with metallophosphide anions [PPh2M‘(CO)x]- (M‘ = Cr, Mo, W, x = 5; M‘ = Fe, x = 4). The silicon-bridged derivatives give the bimetallic systems [SiMe2(η5-C5H4)(η5-C5H3PPh2M‘(CO)x)]M(H)(Cl), which result from a regioselective substitution at the 3-position on the cyclopentadienyl ligand. In contrast, with the CMe2-bridged compounds, the substitution reaction occurs at the metallic center, giving μ-phosphido bimetallic complexes [CMe2(η5-C5H4)2]M(Cl)(μ-PPh2)M‘(CO)x. The solid-state structure of the bimetallic complex [CMe2(η5-C5H4)2]W(Cl)(μ-PPh2)Fe(CO)4 (7d) is reported.

Substitution reactionChemistryStereochemistryLigandOrganic ChemistryInorganic ChemistryMetalCrystallographychemistry.chemical_compoundCyclopentadienyl complexvisual_artvisual_art.visual_art_mediumNucleophilic substitutionReactivity (chemistry)Physical and Theoretical ChemistryMetalloceneBimetallic stripOrganometallics
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Ligand substitution reactions of the [ReX6]2− (X=Cl, Br) anions. Synthesis and crystal structure of novel oxalato complexes of rhenium(IV)

2006

Abstract The reaction of K2[ReX6] (X = Cl, Br) with oxalic acid and triethylamine in dimethylformamide solution yields the substituted complexes [ReX4(ox)]2− and cis-[ReX2(ox)2]2−, which can be obtained separately depending on the amount of added amine. The crystal structures of (PPh4)2[ReBr4(ox)], cis-(PPh4)2[ReBr2(ox)2] and cis-(AsPh4)2[ReCl2(ox)2] have been determined by single-crystal X-ray diffraction. The anionic complexes are octahedral with only slight distortions. The direct isolation of the pure complexes as well as the formation of only the cis isomers – without the presence of trans isomers and/or [Re(ox)3]2− – is probably due to the kinetic inertness of Re(IV)–X bonds, which in…

Substitution reactionChemistryStereochemistryLigandchemistry.chemical_elementCrystal structureRheniumMedicinal chemistryInorganic Chemistrychemistry.chemical_compoundMaterials ChemistryDimethylformamideAmine gas treatingPhysical and Theoretical ChemistryTriethylamineCis–trans isomerismInorganica Chimica Acta
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Solution behaviour and relative stability of the complexes [MCl2(RNCHCHNR)] and [MCl2(py-2-CHNR)] (M=Pd, Pt;R=C6H4OMe-p)

1988

Abstract Even though the α-diimino complexes [MCl 2 (RNCHCHNR)] and [MCl 2 (py-2-CHNR)] (M=Pd, Pt;R=C 6 H 4 OMe- p ) are poorly soluble in chlorinated solvents, such as chloroform and 1,2-dichloroethane, or in acetonitrile, the electronic and 1 H NMR spectra indicate that these compounds are generally present as undissociate monomers with σ, σ′- N,N′ chelate N-ligands in dilute solutions. Only for [PdCl 2 (RNCHCHNR)], some dissociation of the α-diimine occurs in acetonitrile. In dimethylsulfoxide, where the solubility is much higher, no dissociation is observed for the pyridine-2-carbaldimine complexes [MCl 2 (py-2-CHNR)], whereas the 1,2-bis(imino) ethane derivatives [MCl 2 (RNCH…

Substitution reactionDenticityChloroformChemistryStereochemistryNuclear magnetic resonance spectroscopyMedicinal chemistryDissociation (chemistry)Inorganic Chemistrychemistry.chemical_compoundMaterials ChemistryProton NMRPhysical and Theoretical ChemistrySolvent effectsAcetonitrileInorganica Chimica Acta
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Iridium(III) Complexes with Phenyl-tetrazoles as Cyclometalating Ligands

2014

Ir(II) cationic complexes with cyclometalating tetrazolate ligands were prepared for the first time, following a two-step strategy based on (i) a silver-assisted cyclometalation reaction of a tetrazole derivative with IrCl3 affording a bis-cyclometalated solvato-complex P ([Ir(ptrz)(2)(CH3CN)(2)](+), Hptrz = 2-methyl-5-phenyl-2H-tetrazole); (ii) a substitution reaction with five neutral ancillary ligands to get [Ir(ptrz)(2)L](+), with L = 2,2'-bypiridine (1), 4,4'-di-tert-butyl-2,2'-bipyridine (2), 1,10-phenanthroline (3), and 2-(1-phenyl-1H-1,2,3-triazol-4-yl)pyridine (4), and [Ir(ptrz)(2)L-2](+), with L = tertbutyl isocyanide (5). X-ray crystal structures of P, 2, and 3 were solved. Elect…

Substitution reactionIr(III) complexePhenanthrolineIsocyanidechemistry.chemical_elementphenyl tetrazolesPhotochemistryMedicinal chemistryInorganic Chemistrychemistry.chemical_compoundBipyridinechemistryPyridineEMITTING ELECTROCHEMICAL-CELLS; TRANSITION-METAL-COMPLEXES; IR(III) COMPLEXES; ELECTROLUMINESCENT DEVICES; ANCILLARY LIGAND; SOLID-STATE; PHOTOPHYSICAL PROPERTIES; POLYPYRIDINE COMPLEXES; BLUE PHOSPHORESCENCE; ISOCYANIDE COMPLEXESTetrazoleIridiumPhysical and Theoretical ChemistryAcetonitrile
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Aromatic Nucleophilic Substitution (SNAr) of meso-Nitroporphyrin with Azide and Amines as an Alternative Metal Catalyst Free Synthetic Approach To Ob…

2014

International audience; Aromatic nucleophilic substitution reaction of the nitro group of meso-nitroporphyrins with azide and various amines was achieved and represents an alternative procedure to C-N coupling reactions usually needed to obtain such meso-N-substituted porphyrins in good yields.

Substitution reactionRadical-nucleophilic aromatic substitution010405 organic chemistry[CHIM.ORGA]Chemical Sciences/Organic chemistryOrganic Chemistryfungi010402 general chemistry01 natural sciencesMedicinal chemistryCoupling reaction0104 chemical sciencescarbohydrates (lipids)chemistry.chemical_compoundchemistryNucleophilic aromatic substitution[ CHIM.ORGA ] Chemical Sciences/Organic chemistryNucleophilic substitutionNitropolycyclic compoundsOrganic chemistryAzideMetal catalyst
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