Search results for "Alkylation"

showing 10 items of 219 documents

Dimethoxy Aromatic Compounds. VIII. Degenerate Dealkylation-Realkylation Reaction of 1-Bis(2,4-dimethoxyphenyl)-2-methylpropane.

1994

The condensation reaction under acid condition of the benzylic alcohols 1, 2 and 3 with the hexadeutero dimethoxybenzenes 4, 5 and 6 leads to the expected hexadeutero bis(dimethoxyphenyl)-2-methylpropanes 7, 8 and 9, respectively. However, the presence of both dodecadeutero and unlabelled 1-bis(2, 4-dimethoxyphenyl)-2-methylpropanes 10 and 11 indicates that 9 undergoes a rapid degenerate dealkylation-alkylation reaction.

chemistry.chemical_compoundchemistryDrug DiscoveryDegenerate energy levelsOrganic chemistryEtherGeneral ChemistryGeneral MedicineAlkylationCondensation reactionFriedel–Crafts reactionChemical and Pharmaceutical Bulletin
researchProduct

ChemInform Abstract: Unique Regioselectivity in the C(sp3)-H α-Alkylation of Amines: The Benzoxazole Moiety as a Removable Directing Group.

2015

The benzoxazol-2-yl substituent is easily introduced by oxidative coupling or nucleophilic substitution and can be removed by hydroxide or by hydride reduction.

chemistry.chemical_compoundchemistryHydrideSubstituentNucleophilic substitutionRegioselectivityHydroxideMoietyGeneral MedicineAlkylationBenzoxazoleMedicinal chemistryChemInform
researchProduct

SOFT AND HARD ACIDITY IN ZEOLITES AND ZEOTYPES: EVALUATION AND CATALYTIC IMPLICATIONS

1993

It has been found by Molecular Orbital calculations, that the energy of the LUMO of a zeolite cluster can be used to measure the softness–hardness acidity. It has been found that the higher the framework Si/AI ratio the softer is the acidity. When applied to the alkylation of aromatics, it has been calculated that the higher the framework Si/AI ratio of the zeolite, the more “orbital controlled” will be the reaction, and therefore a higher para to ortho ratio is expected. This has been confirmed experimentally during the alkylation of toluene and m–xylene by methanol on HY zeolites with different framework Si/AI ratio.

chemistry.chemical_compoundchemistryInorganic chemistryCluster (physics)Molecular orbitalMethanolAlkylationZeoliteHOMO/LUMOTolueneCatalysis
researchProduct

NMR-Spektroskopie an Heterocyclen, 3. Mitt.: Homologe, vinyloge und kernalkylierte Nicethamidanaloge

1976

Von homologen, vinylogen und kernalkylierten Nicethamidanalogen wurden die 13C-NMR-Shiftwerte ermittelt und mit Hilfe der 1H-NMR-Spektroskopie durch Koaleszenzbestimmung die Energiebarriere bei der gehinderten Rotation der Amidgruppe bestimmt. Homologous, Vinylogous, and Ring Alkylated Nicethamide Analogs The 13C-NMR shifts were determined for homologous, vinylogous and ring alkylated nicethamide analogs and the energy barrier of the hindered rotation of the amide group was evaluated by means of coalescence measurements with 1H-NMR.

chemistry.chemical_compoundchemistryStereochemistryNicethamideAmideDrug DiscoveryPharmaceutical ScienceAlkylationRing (chemistry)Archiv der Pharmazie
researchProduct

New Optically Active 4-Alkoxyprolinol Ethers Derived from trans-4-Hydroxy-L-proline

2011

(2S,4R)-trans-4-Hydroxy-L-proline has been used as thechiral-pool source in the efficient syntheses of optically active protected 4-hydroxyprolinols. After N-acyl protection andester formation, the first ether moiety was introduced maintaining the chiral centre adjacent to the ester. Then, reduction of the ester delivered the corresponding carbinol, which had to be alkylated selectively to avoid side reactions with the N-protecting group. Finally, the N-acyl function was removed to generate the target methyl and tert-butyl ethers displaying defined substitution patterns. The so-formed optically active 4-alkoxyprolinol ethers can be used as core fragments in biologically active compounds or …

chemistry.chemical_compoundchemistryStereochemistryOrganic ChemistryEnantioselective synthesisMoietyEtherBiological activityPhysical and Theoretical ChemistryOptically activeAlkylationTrans-4-Hydroxy-L-prolineEuropean Journal of Organic Chemistry
researchProduct

A combined experimental and theoretical study of the alkylation of 3,5-dithioxo-[1,2,4]triazepines

2008

The chemo- and regioselective alkylation reactions of 3,5-dithioxo[1,2,4]triazepine 1 in a basic medium with α,ω-dibromoalkanes 2a–c, Br(CH2)nBr (n = 1–3), are studied experimentally and theoretically. These alkylations, which occur at the thioxo sulfur atom in position 5, afford mainly 5-bromomethylthio-2,7-dimethyl- 2,3-dihydro- 4H[1,2,4]triazepin-3-one 3 for n = 1, 6,8-dimethyl-5-thioxo-2,3,4,5-tetrahydro-6H[1,3]thiazolo[4,5-d][1,2,4]triazepine 4 for n = 2 and 7,9-dimethyl-6-thioxo-2,3,4,5,6,7-hexahydro[1,3]thiazino [4,5-d][1,2,4]triazepine 5 for n = 3. Theoretical calculations have been carried out at the B3LYP/6-31G* and B3LYP(benzene)/6-311+G*//B3LYP/6-31G* levels, in order to rationa…

chemistry.chemical_compoundchemistryStereochemistryOrganic ChemistrySN2 reactionRegioselectivityPhysical and Theoretical ChemistryAlkylationBenzeneJournal of Physical Organic Chemistry
researchProduct

Alkylation of RNA by Vinyl Chloride and Vinyl Bromide Metabolites in Vivo: Effect on Protein Biosynthesis

1981

Alkylation of DNA is viewed as representing the initial critical step in carcinogenesis induced by chemical substances. Vinyl chloride and vinyl bromide, compounds with proven carcinogenic potency toward the liver, are biotransformed to reactive metabolites which covalently bind to DNA (see Bolt et al. 1980). Furthermore, extensive covalent binding of metabolites of both vinyl chloride (Laib and Bolt 1977, 1978) and vinyl bromide (Ottenwalder et al. 1979) occurs to RNA of liver when rats are exposed to both vinyl halides. Defined products of alkylation are 1,N6-ethenoadenosine (Laib and Bolt 1777; Ottenwalder et al. 1979) and 3,N4-ethenocytidine (Laib and Bolt 1978; Ottenwalder et al. 1979)…

chemistry.chemical_compoundchemistryVinyl bromideCovalent bondtechnology industry and agricultureProtein biosynthesisRNAOrganic chemistryAlkylationDNAIn vitroVinyl chloride
researchProduct

Firsts lysidinyl- and lysidinium-triphosphines Pd(II) complexes

2010

International audience; The preparation of first lysidinyl-triphosphine ligand (named Triphosline) is described in three steps which are first a Michael type addition of imidazolidine (or lysidine) to diethylvinylphosphonate, second a phosphonate reduction with LiAlH4 and third an anti-Markovnikov radical addition of the primary phosphine to diphenylvinylphosphine. The Triphosline behaves as a tridentate P-coordinating ligand in palladium(II) complexes. The dangling lysidine function is then cleanly and totally alkylated by methyl iodide to lead to a new kind of lysidinium-triphosphine complexes. Subsequent anion exchange with TlPF6 affords the first example of a chloride free lysidinium-tr…

imidazolinechemistry.chemical_elementpalladium complexesAlkylation010402 general chemistry01 natural sciencesimidazoleInorganic Chemistrychemistry.chemical_compoundImidazolidinetriphosphinePolymer chemistryMaterials ChemistryOrganic chemistry[CHIM.COOR]Chemical Sciences/Coordination chemistryPhysical and Theoretical Chemistry010405 organic chemistryLigand[ CHIM.COOR ] Chemical Sciences/Coordination chemistryPhosphonate0104 chemical scienceschemistryLysidinesynthesis of polyphosphinesPhosphinePalladiumMethyl iodidePolyhedron
researchProduct

Dual stereocontrolled alkylation of aldehydes with polystyrene-supported nickel complexes derived from α-amino amides

2015

Nickel(II) complexes derived from α-amino amide ligands anchored to gel-type and monolithic polymers act as efficient catalysts for the enantioselective addition of dialkylzinc reagents to aldehydes. Similar to the analogous homogeneous systems, dual stereocontrol in addition products can be achieved by controlling the stoichiometry of the immobilized nickel complex. Aromatic and aliphatic aldehydes were alkylated in good yields with enantioselectivities comparable to those obtained with the homogeneous analogues. These polymer-supported catalysts offer significant advantages as no metal leaching is observed and they can be easily recovered from the reaction mixture by simple filtration and…

inorganic chemicalsAldehydesCatalystsGeneral Chemical EngineeringPolymer supported catalystsEnantioselective synthesischemistry.chemical_elementEnantioselectivityGeneral ChemistryAlkylationAmidesCatalysischemistry.chemical_compoundNickelchemistryCatàlisiNickelAmideReagentOrganic chemistryPolystyreneQuímica orgànicaStoichiometry
researchProduct

Properties and significance of apoFNR as a second form of air-inactivated [4Fe-4S]·FNR of Escherichia coli

2005

The active form of the oxygen sensor fumarate nitrate reductase regulator (FNR) of Escherichia coli contains a [4Fe-4S] cluster which is converted to a [2Fe-2S] cluster after reaction with air, resulting in inactivation of FNR. Reaction of reconstituted [4Fe-4S].FNR with air resulted within 5 min in conversion to apoFNR. The rate was comparable to the rate known for [4Fe-4S].FNR/[2Fe-2S].FNR cluster conversion, suggesting that apoFNR is a product of [2Fe-2S].FNR decomposition and a final form of air-inactivated FNR in vitro. Formation of apoFNR and the redox state of the cysteinyl residues were determined in vitro by alkylation. FNR contains five cysteinyl residues, four of which (Cys20, Cy…

inorganic chemicalsChemistryStereochemistrymacromolecular substancesCell BiologyAlkylationmedicine.disease_causePhotochemistryNitrate reductaseenvironment and public healthBiochemistryDecompositionRedoxIn vitroenzymes and coenzymes (carbohydrates)medicineDisulfide ReductionbacteriaMolecular BiologyEscherichia coliCysteineFEBS Journal
researchProduct