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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2013-01-01
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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. |
format | Article |
id | doaj-art-24600447a8924caca4e465b816ae35c2 |
institution | Kabale University |
issn | 2314-4920 2314-4939 |
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 |