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Journal of Spectroscopy
Volume 2013, Article ID 197475, 12 pages
http://dx.doi.org/10.1155/2013/197475
Research Article

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

Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań, Poland

Received 29 June 2012; Revised 17 October 2012; Accepted 31 October 2012

Academic Editor: Ozlem Oter

Copyright © 2013 Przemysław Patorski et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Eighteen new N-(E)-stilbenyloxyalkylcarbonyl-substituted hydrazones of ortho- (meta- and para-) chloro- (nitro-) benzaldehydes 118 and two analogous hydrazones of acetone 19-20 were prepared. The stereochemical behavior of 118 in dimethyl-d6 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.