Abstract: | Well defined E/Z isomers of N‐methoxy‐p‐nitrobenzimidoyl chloride, N‐methoxybenzimidoyl chloride, methyl N‐methylbenzohydroximate and ethyl N‐hydroxybenzimidate were prepared in order to provide model data for studies of benzhydroximic acid derivatives and related compounds. NMR parameters [1H, 13C and 15N chemical shifts and 1J(13C, 13C) coupling constants] were determined. The results show that stereochemically most significant are the values of 1J(13C, 13C) couplings between aromatic Cipso and C?N carbons and that the relationship, |Jcis| > |Jtrans|, known for this coupling from oximes, is not affected by electronegative substituents at the C?N carbon atom, but the values are. Copyright © 2002 John Wiley & Sons, Ltd. |