Spectral evidence for generic charge → acceptor interactions in carbamates and esters

Abstract

The correlations of the ¹H NMR, ¹³C NMR and FT-IR spectral data from the R–O–CO groups in the alkyl carbamates and esters of homologous alcohols reveal R-group-dependent negative charge stabilization at the carbonyl oxygen and their donation to generic acceptors at C^α of even alkyl alcohols (R), which explains several of their apparently anomalous properties.