Hh. Keah et Id. Rae, VICINAL C-H COUPLING AS AN AID TO STEREOCHEMICAL ASSIGNMENTS IN SUBSTITUTED PROPENOIC ACIDS, Australian Journal of Chemistry, 46(9), 1993, pp. 1413-1419
Two isomeric pairs of 3-bromopropenoic acids were prepared and vicinal
C-H couplings were measured in their C-13 n.m.r. spectra. Complete C-
H coupling schemes were also obtained for these and several other prop
enoic acids. It was seen that the ranges for 3J(trans) and 3J(cis) did
not overlap, and so a stereochemical assignment based upon n.m.r. dat
a for a single isomer can be made with confidence.