Search results for "Acetylide"

showing 4 items of 4 documents

Copper(I)-catalysed regioselective synthesis of pyrazolo[5,1-c]-1,2,4-triazoles: A DFT mechanistic study

2017

Abstract Formation of pyrazolo[5,1-c]-1,2,4-triazoles by means of Cu(I)-catalysed [3+2] cycloaddition (32CA) reactions of C,N-cyclic azomethine imines with phenylacetylene, experimentally reported by Katritzky et al. (JOC 2012, 77, 5813), was studied using the density functional theory (DFT) method. Comparison with the uncatalysed 32CA reaction indicates that the Cu(I) catalyst provides new reaction pathways with lower electronic energy barriers in dichloromethane as solvent. The mechanism proposed by Katritzky for the Cu(I) catalysed reaction is compared with that proposed by Sharpless et al. (JACS 127, 2005, 210). The major difference between these two mechanisms lies in the coordination …

010405 organic chemistryChemistryStereochemistryAcetylideOrganic ChemistryImineRegioselectivity010402 general chemistry01 natural sciencesBiochemistryMedicinal chemistryCycloaddition0104 chemical sciencesCatalysischemistry.chemical_compoundPhenylacetyleneDrug DiscoveryMoietyDensity functional theoryTetrahedron
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Unique distal size selectivity with a digold catalyst during alkyne homocoupling

2015

Metal-catalysed chemical reactions are often controlled by steric hindrance around the metal atom and it is rare that substituents far away of the reaction site could be differentiated during reaction, particularly if they are simple alkyl groups. Here we show that a gold catalyst is able to discriminate between linear carbon alkynes with 10 or 12 atoms in the chain during the oxidative homocoupling of alkynes: the former is fully reactive and the latter is practically unreactive. We present experimental evidences, which support that the distal size selectivity occurs by the impossibility of transmetallating two long alkyl chains in an A-framed, mixed-valence digold (I, III) acetylide compl…

Steric effectsTERMINAL ALKYNESC-H ACTIVATIONGeneral Physics and AstronomyAlkyneACETYLIDECYCLIZATIONGeneral Biochemistry Genetics and Molecular BiologyCoupling reactionReductive eliminationCatalysisMetalTransmetalationQUIMICA ORGANICAALKENESPolymer chemistryReactivity (chemistry)GOLD(III)COUPLING REACTIONSchemistry.chemical_classificationMultidisciplinaryGeneral Chemistrychemistryvisual_artvisual_art.visual_art_mediumCOMPLEXESHOMOGENEOUS GOLD CATALYSISTRANSMETALATIONNature Communications
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Acetylenes Rearranging on Ruthenium-Porphyrinogen and Leading to Vinylidene and Carbene Functionalities.

2001

Through a proton-transfer reaction a porphyrinogen assists the transformation of terminal acetylenes into Ru-vinylidenes, which are the entry point to a variety of Ru-carbenes and Ru-cumulenes. The scheme (in which the porphyrinogen is stylized) shows the reversible interconversion of an acetylide into a divinylidene unit.

Transition metal carbene complexAcetylidechemistry.chemical_elementCumuleneGeneral ChemistryGeneral MedicinePhotochemistryCombinatorial chemistryCatalysisRutheniumchemistry.chemical_compoundchemistryPorphyrinogensCarbeneAngewandte Chemie (International ed. in English)
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Divergent route to the preparation of hybrid Pt–Fe 2,4,6-Tris(4-ethynyl)phenyl-1,3,5-triazine metallodendrimers for nonlinear optics

2013

Abstract: The synthesis strategy for the preparation of novel platinum acetylide homometallic and heterobimetallic dendrimers (containing Fe as the other metal fragment) based on a 2,4,6-tris(4-ethynyl)phenyl-1,3,5-triazine core (3) is reported. All the dendrimer generations (G0G2) were synthesized under copper-free conditions following a divergent route. The G0-Pt dendrimer (4) was synthesized using the 1,3,5-triazine core (3) and cis-[Pt(PEt3)2Cl2] with a molar ratio of 1/4. The advantage of the current method is that different dendrimers can be prepared by following the same procedure with only changes in the molar ratios of the reactants involved. For instance, when 3 reacts with 4 in a…

TrisMolarPreparation of hybrid Pt−Fe 246-Tris(4ethynyl)phenyl-135-triazinePhysicsAcetylideOrganic Chemistrychemistry.chemical_element.Inorganic ChemistryMetalChemistrychemistry.chemical_compoundMetallodendrimers for nonlinear opticsFaculdade de Ciências Exatas e da Engenhariachemistry135-Triazinevisual_artDendrimerPolymer chemistryvisual_art.visual_art_mediumMoietyPhysical and Theoretical ChemistryPlatinumta116
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