Nucleophile Substitutionen an Kohlensäurederivaten. XII. Kinetik und Mechanismus der Reaktion von N‐Nitro‐N‐alkylurethanen mit primären aliphatischen Aminen
Nucleophilic Substitutions to Carbonic Acid Derivates. XII. Kinetics and Mechanism of the Reaction of N‐Nitro‐N‐alkyl‐urethanes with Primary Aliphatic Amines The aminolysis of N‐alkyl‐N‐nitrourethanes takes place, as the kinetical studies demonstrate, by means of several consecutive steps. The nucle...
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crwiley:10.1002/prac.19803220103 2024-06-02T08:05:11+00:00 Nucleophile Substitutionen an Kohlensäurederivaten. XII. Kinetik und Mechanismus der Reaktion von N‐Nitro‐N‐alkylurethanen mit primären aliphatischen Aminen Bacaloglu, R. Prodan‐Deac, Y. Csunderlik, C. Csomos, P. 1980 http://dx.doi.org/10.1002/prac.19803220103 http://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19803220103 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19803220103 https://onlinelibrary.wiley.com/doi/pdf/10.1002/prac.19803220103 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Journal für Praktische Chemie volume 322, issue 1, page 10-20 ISSN 0021-8383 journal-article 1980 crwiley https://doi.org/10.1002/prac.19803220103 2024-05-03T11:05:27Z Nucleophilic Substitutions to Carbonic Acid Derivates. XII. Kinetics and Mechanism of the Reaction of N‐Nitro‐N‐alkyl‐urethanes with Primary Aliphatic Amines The aminolysis of N‐alkyl‐N‐nitrourethanes takes place, as the kinetical studies demonstrate, by means of several consecutive steps. The nucleophilic attack of the amine (first step; reaction B), as well as the proton‐transfere (second step; reaction C), are quick pre‐equilibres, followed by the slow, rate‐determining elimination of the nitramino‐group (reaction D). During the deprotonation, an intermediate with two to the nitramino‐group antiperiplanar orbitals is formed, providing the necessary mesomeric assistance of the elimination. Article in Journal/Newspaper Carbonic acid Wiley Online Library Journal für Praktische Chemie 322 1 10 20 |
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Wiley Online Library |
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English |
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Nucleophilic Substitutions to Carbonic Acid Derivates. XII. Kinetics and Mechanism of the Reaction of N‐Nitro‐N‐alkyl‐urethanes with Primary Aliphatic Amines The aminolysis of N‐alkyl‐N‐nitrourethanes takes place, as the kinetical studies demonstrate, by means of several consecutive steps. The nucleophilic attack of the amine (first step; reaction B), as well as the proton‐transfere (second step; reaction C), are quick pre‐equilibres, followed by the slow, rate‐determining elimination of the nitramino‐group (reaction D). During the deprotonation, an intermediate with two to the nitramino‐group antiperiplanar orbitals is formed, providing the necessary mesomeric assistance of the elimination. |
format |
Article in Journal/Newspaper |
author |
Bacaloglu, R. Prodan‐Deac, Y. Csunderlik, C. Csomos, P. |
spellingShingle |
Bacaloglu, R. Prodan‐Deac, Y. Csunderlik, C. Csomos, P. Nucleophile Substitutionen an Kohlensäurederivaten. XII. Kinetik und Mechanismus der Reaktion von N‐Nitro‐N‐alkylurethanen mit primären aliphatischen Aminen |
author_facet |
Bacaloglu, R. Prodan‐Deac, Y. Csunderlik, C. Csomos, P. |
author_sort |
Bacaloglu, R. |
title |
Nucleophile Substitutionen an Kohlensäurederivaten. XII. Kinetik und Mechanismus der Reaktion von N‐Nitro‐N‐alkylurethanen mit primären aliphatischen Aminen |
title_short |
Nucleophile Substitutionen an Kohlensäurederivaten. XII. Kinetik und Mechanismus der Reaktion von N‐Nitro‐N‐alkylurethanen mit primären aliphatischen Aminen |
title_full |
Nucleophile Substitutionen an Kohlensäurederivaten. XII. Kinetik und Mechanismus der Reaktion von N‐Nitro‐N‐alkylurethanen mit primären aliphatischen Aminen |
title_fullStr |
Nucleophile Substitutionen an Kohlensäurederivaten. XII. Kinetik und Mechanismus der Reaktion von N‐Nitro‐N‐alkylurethanen mit primären aliphatischen Aminen |
title_full_unstemmed |
Nucleophile Substitutionen an Kohlensäurederivaten. XII. Kinetik und Mechanismus der Reaktion von N‐Nitro‐N‐alkylurethanen mit primären aliphatischen Aminen |
title_sort |
nucleophile substitutionen an kohlensäurederivaten. xii. kinetik und mechanismus der reaktion von n‐nitro‐n‐alkylurethanen mit primären aliphatischen aminen |
publisher |
Wiley |
publishDate |
1980 |
url |
http://dx.doi.org/10.1002/prac.19803220103 http://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19803220103 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fprac.19803220103 https://onlinelibrary.wiley.com/doi/pdf/10.1002/prac.19803220103 |
genre |
Carbonic acid |
genre_facet |
Carbonic acid |
op_source |
Journal für Praktische Chemie volume 322, issue 1, page 10-20 ISSN 0021-8383 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/prac.19803220103 |
container_title |
Journal für Praktische Chemie |
container_volume |
322 |
container_issue |
1 |
container_start_page |
10 |
op_container_end_page |
20 |
_version_ |
1800749965298892800 |