Synthesis and Conformational Assignment of N-(E)-Stilbenyloxymethylenecarbonyl-Substituted Hydrazones of Acetone and<i>o</i>-(<i>m</i>- and<i>p</i>-) Chloro- (nitro-) benzaldehydes by Means of and NMR Spectroscopy

Abstract

Eighteen new N-(E)-stilbenyloxyalkylcarbonyl-substituted hydrazones of ortho - ( meta - and para -) chloro- (nitro-) benzaldehydes 1 – 18 and two analogous hydrazones of acetone 19 - 20 were prepared. The stereochemical behavior of 1 – 18 in dimethyl-d 6 sulfoxide solution has been studied by NMR and NMR techniques, using spectral data of 19 and 20 as supporting material. The E-geometrical isomers and cis-/trans-amide conformers have been found for these hydrazones. Energy barriers of isomers are reported.