Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammonia
Exhaustive Michael-type alkylations of amines and ammonia with azoalkenes (generated from α-halohydrazones) were demonstrated as an efficient approach to poly(hydrazonomethyl)amines – a novel class of polynitrogen ligands. An intramolecular cyclotrimerization of C=N bonds in tris(hydrazonomethyl)ami...
| Main Authors: | , , , , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2016-11-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.12.241 |
| _version_ | 1818915679314640896 |
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| author | Artem N. Semakin Aleksandr O. Kokuev Yulia V. Nelyubina Alexey Yu. Sukhorukov Petr A. Zhmurov Sema L. Ioffe Vladimir A. Tartakovsky |
| author_facet | Artem N. Semakin Aleksandr O. Kokuev Yulia V. Nelyubina Alexey Yu. Sukhorukov Petr A. Zhmurov Sema L. Ioffe Vladimir A. Tartakovsky |
| author_sort | Artem N. Semakin |
| collection | DOAJ |
| description | Exhaustive Michael-type alkylations of amines and ammonia with azoalkenes (generated from α-halohydrazones) were demonstrated as an efficient approach to poly(hydrazonomethyl)amines – a novel class of polynitrogen ligands. An intramolecular cyclotrimerization of C=N bonds in tris(hydrazonomethyl)amine to the respective 1,4,6,10-tetraazaadamantane derivative was demonstrated. |
| first_indexed | 2024-12-20T00:06:07Z |
| format | Article |
| id | doaj.art-06c80b8b0f8045d1a9535c841deeafd5 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-20T00:06:07Z |
| publishDate | 2016-11-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-06c80b8b0f8045d1a9535c841deeafd52022-12-21T20:00:39ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972016-11-011212471247710.3762/bjoc.12.2411860-5397-12-241Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammoniaArtem N. Semakin0Aleksandr O. Kokuev1Yulia V. Nelyubina2Alexey Yu. Sukhorukov3Petr A. Zhmurov4Sema L. Ioffe5Vladimir A. Tartakovsky6Laboratory of functional organic compounds, N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky Prospect, 47, Moscow, 119991, RussiaMoscow Chemical Lyceum 1303, Tamozhenniy proezd, 4, Moscow, 111033, RussiaLaboratory for X-Ray Diffraction Studies, A.N.Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, Vavilova Str. 28, Moscow, 119991, RussiaLaboratory of functional organic compounds, N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky Prospect, 47, Moscow, 119991, RussiaLaboratory of functional organic compounds, N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky Prospect, 47, Moscow, 119991, RussiaLaboratory of functional organic compounds, N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky Prospect, 47, Moscow, 119991, RussiaLaboratory of functional organic compounds, N.D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, Leninsky Prospect, 47, Moscow, 119991, RussiaExhaustive Michael-type alkylations of amines and ammonia with azoalkenes (generated from α-halohydrazones) were demonstrated as an efficient approach to poly(hydrazonomethyl)amines – a novel class of polynitrogen ligands. An intramolecular cyclotrimerization of C=N bonds in tris(hydrazonomethyl)amine to the respective 1,4,6,10-tetraazaadamantane derivative was demonstrated.https://doi.org/10.3762/bjoc.12.241azoalkenesα-halogen hydrazonesheterocage compoundshydrazone ligandsMichael addition |
| spellingShingle | Artem N. Semakin Aleksandr O. Kokuev Yulia V. Nelyubina Alexey Yu. Sukhorukov Petr A. Zhmurov Sema L. Ioffe Vladimir A. Tartakovsky Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammonia Beilstein Journal of Organic Chemistry azoalkenes α-halogen hydrazones heterocage compounds hydrazone ligands Michael addition |
| title | Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammonia |
| title_full | Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammonia |
| title_fullStr | Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammonia |
| title_full_unstemmed | Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammonia |
| title_short | Construction of bis-, tris- and tetrahydrazones by addition of azoalkenes to amines and ammonia |
| title_sort | construction of bis tris and tetrahydrazones by addition of azoalkenes to amines and ammonia |
| topic | azoalkenes α-halogen hydrazones heterocage compounds hydrazone ligands Michael addition |
| url | https://doi.org/10.3762/bjoc.12.241 |
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