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

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-d6 sulfoxide solution has been studied by NMR and NMR tec...

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Main Authors: Przemysław Patorski, Elżbieta Wyrzykiewicz, Grażyna Bartkowiak
Format: Article
Language:English
Published: Wiley 2013-01-01
Series:Journal of Spectroscopy
Online Access:http://dx.doi.org/10.1155/2013/197475
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author Przemysław Patorski
Elżbieta Wyrzykiewicz
Grażyna Bartkowiak
author_facet Przemysław Patorski
Elżbieta Wyrzykiewicz
Grażyna Bartkowiak
author_sort Przemysław Patorski
collection DOAJ
description 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-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.
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institution Kabale University
issn 2314-4920
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language English
publishDate 2013-01-01
publisher Wiley
record_format Article
series Journal of Spectroscopy
spelling doaj-art-24600447a8924caca4e465b816ae35c22025-02-03T01:23:45ZengWileyJournal of Spectroscopy2314-49202314-49392013-01-01201310.1155/2013/197475197475Synthesis and Conformational Assignment of N-(E)-Stilbenyloxymethylenecarbonyl-Substituted Hydrazones of Acetone and o-(m- and p-) Chloro- (nitro-) benzaldehydes by Means of and NMR SpectroscopyPrzemysław Patorski0Elżbieta Wyrzykiewicz1Grażyna Bartkowiak2Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań, PolandFaculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań, PolandFaculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznań, PolandEighteen 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-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.http://dx.doi.org/10.1155/2013/197475
spellingShingle Przemysław Patorski
Elżbieta Wyrzykiewicz
Grażyna Bartkowiak
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
Journal of Spectroscopy
title 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
title_full 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
title_fullStr 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
title_full_unstemmed 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
title_short 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
title_sort 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
url http://dx.doi.org/10.1155/2013/197475
work_keys_str_mv AT przemysławpatorski synthesisandconformationalassignmentofnestilbenyloxymethylenecarbonylsubstitutedhydrazonesofacetoneandomandpchloronitrobenzaldehydesbymeansofandnmrspectroscopy
AT elzbietawyrzykiewicz synthesisandconformationalassignmentofnestilbenyloxymethylenecarbonylsubstitutedhydrazonesofacetoneandomandpchloronitrobenzaldehydesbymeansofandnmrspectroscopy
AT grazynabartkowiak synthesisandconformationalassignmentofnestilbenyloxymethylenecarbonylsubstitutedhydrazonesofacetoneandomandpchloronitrobenzaldehydesbymeansofandnmrspectroscopy