6533b862fe1ef96bd12c6066

RESEARCH PRODUCT

13C NMR studies of dianions of unsaturated carboxylic acids

Ramon MestresA. TortajadaMajosé AurellSalvador GilMargarita Parra

subject

DeprotonationchemistryOrganic ChemistryDrug DiscoveryElectrophileInorganic chemistrychemistry.chemical_elementLithiumCarbon-13 NMRResonance (chemistry)BiochemistryMedicinal chemistrySpectral line

description

Abstract 13C NMR Spectra of the dianions Li2-n resulting from double deprotonation of unsaturated carboxylic acids 1 to 6 by lithium dialkylamides, are examined. Higher field resonance for C2 than for C4 atoms are observed, which reveal higher elctron density at C2 than at C4, in agreement with the kinetic α-regioselectivity exhibited by these dianions on reaction with electrophiles.

https://doi.org/10.1016/s0040-4020(01)90421-1