Search results for "FUNCTIONALIZED ARYL"

showing 2 items of 2 documents

Diastereoselective Synthesis of Dialkylated Bis(phosphino)ferrocenes: Their Use in Promoting Silver-Mediated Nucleophilic Fluorination of Chloroquino…

2017

International audience; The diastereoselective synthesis of dialkylated ferrocenyl bis(phosphane)s bearing aryl, alkyl, and hetero- or polycyclic substituents on the phosphino groups is reported, together with their characterization in the solid state by X-ray structure analysis and in solution by multinuclear NMR spectroscopy. Introduction of various alkyl groups on the ferrocene backbone, namely, tert-butyl, isopropyl, and trimethylsilyl, has a significant influence on the stereoselectivity of the ensuing lithiation/phosphination reactions. Only the introduction of the tert-butyl groups ensures both a high yield and perfect diastereoselectivity, which leads to the exclusive formation of t…

Diastereoselectivitybond formationTrimethylsilylfunctionalized arylone-potelectrophilic fluorinationPhosphanesAlkylationc-h fluorination[CHIM.INOR]Chemical Sciences/Inorganic chemistry010402 general chemistry01 natural sciencesMedicinal chemistryInorganic Chemistrychemistry.chemical_compoundNucleophileFluorinationOrganic chemistryAlkylpolyphosphane ligandsferrocenyl derivativeschemistry.chemical_classificationp-31 nmr010405 organic chemistryArylHalex reactiondirect arylationreductive elimination[ CHIM.INOR ] Chemical Sciences/Inorganic chemistryNuclear magnetic resonance spectroscopySandwich complexes0104 chemical scienceschemistryFerroceneIsopropyl
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tBuLi-Mediated One-Pot Direct Highly Selective Cross-Coupling of Two Distinct Aryl Bromides.

2015

A Pd-catalyzed direct cross-coupling of two distinct aryl bromides mediated by tBuLi is described. The use of [Pd-PEPPSI-IPr] or [Pd-PEPPSI-IPent] as catalyst allows for the efficient one-pot synthesis of unsymmetrical biaryls at room temperature. The key for this selective cross-coupling is the use of an ortho-substituted bromide that undergoes lithium-halogen exchange preferentially.

Stereochemistry22'-BIPYRIDINE COMPLEX2chemistry.chemical_elementORGANOLITHIUM COMPOUNDSCatalysisCatalysischemistry.chemical_compoundLOW-TEMPERATUREBromideOrganolithium compoundscross-couplingN-heterocyclic carbenesGRIGNARD-REAGENTSPD-PEPPSI-IPENT2'-BIPYRIDINE COMPLEXCARBON BOND FORMATIONArylOrganic ChemistryORGANIC-SYNTHESISGeneral ChemistryORTHO-SUBSTITUTED BIARYLSpalladiumHighly selectiveCombinatorial chemistryFUNCTIONALIZED ARYLCoupling (electronics)biarylschemistrylithiumOrganic synthesisUNSYMMETRICAL BIARYLSPalladiumChemistry (Weinheim an der Bergstrasse, Germany)
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