Zur Reaktion von 2,4-Dioxo-4-ferrocenyl-butansäureethylester mit primären aromatischen Aminen / On the Reaction of Ethyl 2,4-Dioxo-4-ferrocenyl-butanoate with Primary Aromatic Amines
Starting from ethyl 2,4-dioxo-4-ferrocenyl-butanoate (1) a series of new ferrocene derivatives has been prepared. While the reaction with o-phenylene diamine leads to two ferrocene-containing heterocyclic compounds, 4-ferrocenyl-3H-1,5-benzodiazepine-2-carbonic acid ethyl ester (3) and 3-(2-ferrocen...
Published in: | Zeitschrift für Naturforschung B |
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Walter de Gruyter GmbH
1999
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crdegruyter:10.1515/znb-1999-0705 2023-05-15T15:52:41+02:00 Zur Reaktion von 2,4-Dioxo-4-ferrocenyl-butansäureethylester mit primären aromatischen Aminen / On the Reaction of Ethyl 2,4-Dioxo-4-ferrocenyl-butanoate with Primary Aromatic Amines Prokop, Petra Richter, Rainer Beyer, Lothar 1999 http://dx.doi.org/10.1515/znb-1999-0705 https://www.degruyter.com/view/journals/znb/54/7/article-p849.xml https://www.degruyter.com/document/doi/10.1515/znb-1999-0705/xml https://www.degruyter.com/document/doi/10.1515/znb-1999-0705/pdf en eng Walter de Gruyter GmbH Zeitschrift für Naturforschung B volume 54, issue 7, page 849-857 ISSN 1865-7117 0932-0776 General Chemistry journal-article 1999 crdegruyter https://doi.org/10.1515/znb-1999-0705 2022-04-14T05:02:02Z Starting from ethyl 2,4-dioxo-4-ferrocenyl-butanoate (1) a series of new ferrocene derivatives has been prepared. While the reaction with o-phenylene diamine leads to two ferrocene-containing heterocyclic compounds, 4-ferrocenyl-3H-1,5-benzodiazepine-2-carbonic acid ethyl ester (3) and 3-(2-ferrocenyl-2-oxo-ethylidene)-3,4-dihydro-1H-quinoxalin-2-one · H 2 0 (4), reactions with m- and p-phenylene diamine give both the mono- and disubstituted products 5 - 8, respectively. The conversion of 4 by Lawesson’s reagent results in 2-ferrocenvl-thieno[2,3- b]quinoxaline (9). The new compounds have been characterized by their 1 H, 13 C NMR, and mass spectra. The molecular structures of 4-ferrocenyl-4-oxo-2-phenylamino-but-2-enoic acid ethyl ester 2, and of 4 and 9 have been determined by X-ray crystal structure analysis. Article in Journal/Newspaper Carbonic acid De Gruyter (via Crossref) Zeitschrift für Naturforschung B 54 7 849 857 |
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English |
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General Chemistry |
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General Chemistry Prokop, Petra Richter, Rainer Beyer, Lothar Zur Reaktion von 2,4-Dioxo-4-ferrocenyl-butansäureethylester mit primären aromatischen Aminen / On the Reaction of Ethyl 2,4-Dioxo-4-ferrocenyl-butanoate with Primary Aromatic Amines |
topic_facet |
General Chemistry |
description |
Starting from ethyl 2,4-dioxo-4-ferrocenyl-butanoate (1) a series of new ferrocene derivatives has been prepared. While the reaction with o-phenylene diamine leads to two ferrocene-containing heterocyclic compounds, 4-ferrocenyl-3H-1,5-benzodiazepine-2-carbonic acid ethyl ester (3) and 3-(2-ferrocenyl-2-oxo-ethylidene)-3,4-dihydro-1H-quinoxalin-2-one · H 2 0 (4), reactions with m- and p-phenylene diamine give both the mono- and disubstituted products 5 - 8, respectively. The conversion of 4 by Lawesson’s reagent results in 2-ferrocenvl-thieno[2,3- b]quinoxaline (9). The new compounds have been characterized by their 1 H, 13 C NMR, and mass spectra. The molecular structures of 4-ferrocenyl-4-oxo-2-phenylamino-but-2-enoic acid ethyl ester 2, and of 4 and 9 have been determined by X-ray crystal structure analysis. |
format |
Article in Journal/Newspaper |
author |
Prokop, Petra Richter, Rainer Beyer, Lothar |
author_facet |
Prokop, Petra Richter, Rainer Beyer, Lothar |
author_sort |
Prokop, Petra |
title |
Zur Reaktion von 2,4-Dioxo-4-ferrocenyl-butansäureethylester mit primären aromatischen Aminen / On the Reaction of Ethyl 2,4-Dioxo-4-ferrocenyl-butanoate with Primary Aromatic Amines |
title_short |
Zur Reaktion von 2,4-Dioxo-4-ferrocenyl-butansäureethylester mit primären aromatischen Aminen / On the Reaction of Ethyl 2,4-Dioxo-4-ferrocenyl-butanoate with Primary Aromatic Amines |
title_full |
Zur Reaktion von 2,4-Dioxo-4-ferrocenyl-butansäureethylester mit primären aromatischen Aminen / On the Reaction of Ethyl 2,4-Dioxo-4-ferrocenyl-butanoate with Primary Aromatic Amines |
title_fullStr |
Zur Reaktion von 2,4-Dioxo-4-ferrocenyl-butansäureethylester mit primären aromatischen Aminen / On the Reaction of Ethyl 2,4-Dioxo-4-ferrocenyl-butanoate with Primary Aromatic Amines |
title_full_unstemmed |
Zur Reaktion von 2,4-Dioxo-4-ferrocenyl-butansäureethylester mit primären aromatischen Aminen / On the Reaction of Ethyl 2,4-Dioxo-4-ferrocenyl-butanoate with Primary Aromatic Amines |
title_sort |
zur reaktion von 2,4-dioxo-4-ferrocenyl-butansäureethylester mit primären aromatischen aminen / on the reaction of ethyl 2,4-dioxo-4-ferrocenyl-butanoate with primary aromatic amines |
publisher |
Walter de Gruyter GmbH |
publishDate |
1999 |
url |
http://dx.doi.org/10.1515/znb-1999-0705 https://www.degruyter.com/view/journals/znb/54/7/article-p849.xml https://www.degruyter.com/document/doi/10.1515/znb-1999-0705/xml https://www.degruyter.com/document/doi/10.1515/znb-1999-0705/pdf |
genre |
Carbonic acid |
genre_facet |
Carbonic acid |
op_source |
Zeitschrift für Naturforschung B volume 54, issue 7, page 849-857 ISSN 1865-7117 0932-0776 |
op_doi |
https://doi.org/10.1515/znb-1999-0705 |
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Zeitschrift für Naturforschung B |
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54 |
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7 |
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849 |
op_container_end_page |
857 |
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1766387797950726144 |