M. Witanowski et Z. Biedrzycka, SPIN-SPIN COUPLINGS BETWEEN C-13 NUCLEI IN 5-MEMBERED HETEROAROMATIC RING-SYSTEMS, Magnetic resonance in chemistry, 32(1), 1994, pp. 62-66
A set of 14 (1)J(CC) spin-spin coupling constants rue reported for 11
five-membered heteroaromatic molecules, including all relevant diazole
, triazole, oxazole, oxadiazole, thiazole and thiadiazole systems. The
couplings show a clear distinction between carbon-carbon bonds which
are formally double or single, respectively. There seems to be no corr
elation of the couplings with the bond lengths concerned, in spite of
some apparent trends. Potential applications of the couplings are disc
ussed in assessing the aromaticity of five-membered heterocycles.