13C NMR studies of dianions of unsaturated carboxylic acids

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.