Tetrahedron

Conformational behaviour and E/Z isomerization of N-acyl and N-aroylhydrazones

G Palla, G Predieri, P Domiano, C Vignali, W Turner

Index: Palla, Gerardo; Predieri, Giovanni; Domiano, Paolo; Vignali, Carlo; Turner, Walter Tetrahedron, 1986 , vol. 42, # 13 p. 3649 - 3654

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Citation Number: 154

Abstract

The stereochemical behaviour of N-acyl and N-aroylhydrazones of aromatic aldehydes, of pyruvates and of acetone, in polar and less polar solvents, has been studied by HPLC and by NMR techniques. Z/E Geometrical isomers and cis/trans amide conformers have been found for N-acylhydrazones, while for N-aroylhydrazones only geometrical isomers were detected. Energy barriers of isomers are reported, and solvent effects are discussed with ...