Cargando…
Intramolecular Transformations of 3-Cyanoamino- and 3-Cyanoimino-1,2-diferrocenylcyclopropenes
3-Cyanoamino-1,2- and -2,3-diferrocenylcyclopropenes 6a,b and 11a,b prepared by the reaction of diferrocenylcyclopropenylium salts with sodium cyanamide undergo smooth intramolecular transformations with both conservation of the three-membered ring [affording 3-cyanoimino-1,2-diferrocenylcyclopropen...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Molecular Diversity Preservation International
2009
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6255448/ https://www.ncbi.nlm.nih.gov/pubmed/19783915 http://dx.doi.org/10.3390/molecules14093161 |
_version_ | 1783373942710337536 |
---|---|
author | Klimova, Elena Ivanovna Klimova, Tatiana Flores-Alamo, Marcos Backinowsky, Leon Vladimirovich Garcia, Marcos Martinez |
author_facet | Klimova, Elena Ivanovna Klimova, Tatiana Flores-Alamo, Marcos Backinowsky, Leon Vladimirovich Garcia, Marcos Martinez |
author_sort | Klimova, Elena Ivanovna |
collection | PubMed |
description | 3-Cyanoamino-1,2- and -2,3-diferrocenylcyclopropenes 6a,b and 11a,b prepared by the reaction of diferrocenylcyclopropenylium salts with sodium cyanamide undergo smooth intramolecular transformations with both conservation of the three-membered ring [affording 3-cyanoimino-1,2-diferrocenylcyclopropene (8)] and its opening [affording Z-3-morpholino- and Z-3-piperidino-3-(cyanoimino)-1,2-diferrocenylprop-1-enes 7a,b and Z-3-cyanoimino-2,3-diferrocenyl-1-methylthioprop-1-ene(10)]. 3-Cyano-imino-1,2-diferrocenylcyclopropene (8) reacts with hydrazine to form 3-amino-6-ferrocenyl-5-ferrocenylmethyl-1,2,4-triazine (12) and Z-2,3-diferrocenylacrylohydrazide N-cyanoimide (13) as a result of intramolecular transformations. The structures of the compounds obtained were determined by IR, (1)H- and (13)C-NMR spectroscopy and mass spectrometry. The structures of compounds 7a and 10 were additionally confirmed by their X-ray diffraction analysis data. |
format | Online Article Text |
id | pubmed-6255448 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | Molecular Diversity Preservation International |
record_format | MEDLINE/PubMed |
spelling | pubmed-62554482018-11-30 Intramolecular Transformations of 3-Cyanoamino- and 3-Cyanoimino-1,2-diferrocenylcyclopropenes Klimova, Elena Ivanovna Klimova, Tatiana Flores-Alamo, Marcos Backinowsky, Leon Vladimirovich Garcia, Marcos Martinez Molecules Article 3-Cyanoamino-1,2- and -2,3-diferrocenylcyclopropenes 6a,b and 11a,b prepared by the reaction of diferrocenylcyclopropenylium salts with sodium cyanamide undergo smooth intramolecular transformations with both conservation of the three-membered ring [affording 3-cyanoimino-1,2-diferrocenylcyclopropene (8)] and its opening [affording Z-3-morpholino- and Z-3-piperidino-3-(cyanoimino)-1,2-diferrocenylprop-1-enes 7a,b and Z-3-cyanoimino-2,3-diferrocenyl-1-methylthioprop-1-ene(10)]. 3-Cyano-imino-1,2-diferrocenylcyclopropene (8) reacts with hydrazine to form 3-amino-6-ferrocenyl-5-ferrocenylmethyl-1,2,4-triazine (12) and Z-2,3-diferrocenylacrylohydrazide N-cyanoimide (13) as a result of intramolecular transformations. The structures of the compounds obtained were determined by IR, (1)H- and (13)C-NMR spectroscopy and mass spectrometry. The structures of compounds 7a and 10 were additionally confirmed by their X-ray diffraction analysis data. Molecular Diversity Preservation International 2009-08-26 /pmc/articles/PMC6255448/ /pubmed/19783915 http://dx.doi.org/10.3390/molecules14093161 Text en © 2009 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Klimova, Elena Ivanovna Klimova, Tatiana Flores-Alamo, Marcos Backinowsky, Leon Vladimirovich Garcia, Marcos Martinez Intramolecular Transformations of 3-Cyanoamino- and 3-Cyanoimino-1,2-diferrocenylcyclopropenes |
title | Intramolecular Transformations of 3-Cyanoamino- and 3-Cyanoimino-1,2-diferrocenylcyclopropenes |
title_full | Intramolecular Transformations of 3-Cyanoamino- and 3-Cyanoimino-1,2-diferrocenylcyclopropenes |
title_fullStr | Intramolecular Transformations of 3-Cyanoamino- and 3-Cyanoimino-1,2-diferrocenylcyclopropenes |
title_full_unstemmed | Intramolecular Transformations of 3-Cyanoamino- and 3-Cyanoimino-1,2-diferrocenylcyclopropenes |
title_short | Intramolecular Transformations of 3-Cyanoamino- and 3-Cyanoimino-1,2-diferrocenylcyclopropenes |
title_sort | intramolecular transformations of 3-cyanoamino- and 3-cyanoimino-1,2-diferrocenylcyclopropenes |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6255448/ https://www.ncbi.nlm.nih.gov/pubmed/19783915 http://dx.doi.org/10.3390/molecules14093161 |
work_keys_str_mv | AT klimovaelenaivanovna intramoleculartransformationsof3cyanoaminoand3cyanoimino12diferrocenylcyclopropenes AT klimovatatiana intramoleculartransformationsof3cyanoaminoand3cyanoimino12diferrocenylcyclopropenes AT floresalamomarcos intramoleculartransformationsof3cyanoaminoand3cyanoimino12diferrocenylcyclopropenes AT backinowskyleonvladimirovich intramoleculartransformationsof3cyanoaminoand3cyanoimino12diferrocenylcyclopropenes AT garciamarcosmartinez intramoleculartransformationsof3cyanoaminoand3cyanoimino12diferrocenylcyclopropenes |