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Synthesis and crystal structure of 1,1′-bis{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]methyl}ferrocene, and its complexation with Cu(I)
The title compound, [Fe(C(13)H(11)N(4))(2)], was synthesized starting from 1,1′-ferrocenedicarboxylic acid in a three-step reaction sequence. The dicarboxylic acid was reduced to 1,1′-ferrocenedimethanol using LiAlH(4) and subsequently converted to 1,1′-bis(azidomethyl)ferrocene in the p...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534253/ https://www.ncbi.nlm.nih.gov/pubmed/33117568 http://dx.doi.org/10.1107/S2056989020011901 |
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author | Pokharel, Uttam R. Naquin, Aaron P. Brochon, Connor P. Fronczek, Frank R. |
author_facet | Pokharel, Uttam R. Naquin, Aaron P. Brochon, Connor P. Fronczek, Frank R. |
author_sort | Pokharel, Uttam R. |
collection | PubMed |
description | The title compound, [Fe(C(13)H(11)N(4))(2)], was synthesized starting from 1,1′-ferrocenedicarboxylic acid in a three-step reaction sequence. The dicarboxylic acid was reduced to 1,1′-ferrocenedimethanol using LiAlH(4) and subsequently converted to 1,1′-bis(azidomethyl)ferrocene in the presence of NaN(3). The diazide was treated with 2-ethynylpyridine under ‘click’ conditions to give the title compound in 75% yield. The Fe(II) center lies on an inversion center in the crystal. The two pyridyltriazole wings are oriented in an anti conformation and positioned exo from the Fe(II) center. In the solid state, the molecules interact by C—H⋯N, C—H⋯π, and π–π interactions. The complexation of the ligand with [Cu(CH(3)CN)(4)](PF(6)) gives a tetranuclear dimeric complex. |
format | Online Article Text |
id | pubmed-7534253 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-75342532020-10-27 Synthesis and crystal structure of 1,1′-bis{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]methyl}ferrocene, and its complexation with Cu(I) Pokharel, Uttam R. Naquin, Aaron P. Brochon, Connor P. Fronczek, Frank R. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, [Fe(C(13)H(11)N(4))(2)], was synthesized starting from 1,1′-ferrocenedicarboxylic acid in a three-step reaction sequence. The dicarboxylic acid was reduced to 1,1′-ferrocenedimethanol using LiAlH(4) and subsequently converted to 1,1′-bis(azidomethyl)ferrocene in the presence of NaN(3). The diazide was treated with 2-ethynylpyridine under ‘click’ conditions to give the title compound in 75% yield. The Fe(II) center lies on an inversion center in the crystal. The two pyridyltriazole wings are oriented in an anti conformation and positioned exo from the Fe(II) center. In the solid state, the molecules interact by C—H⋯N, C—H⋯π, and π–π interactions. The complexation of the ligand with [Cu(CH(3)CN)(4)](PF(6)) gives a tetranuclear dimeric complex. International Union of Crystallography 2020-09-04 /pmc/articles/PMC7534253/ /pubmed/33117568 http://dx.doi.org/10.1107/S2056989020011901 Text en © Pokharel et al. 2020 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications Pokharel, Uttam R. Naquin, Aaron P. Brochon, Connor P. Fronczek, Frank R. Synthesis and crystal structure of 1,1′-bis{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]methyl}ferrocene, and its complexation with Cu(I) |
title | Synthesis and crystal structure of 1,1′-bis{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]methyl}ferrocene, and its complexation with Cu(I)
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title_full | Synthesis and crystal structure of 1,1′-bis{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]methyl}ferrocene, and its complexation with Cu(I)
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title_fullStr | Synthesis and crystal structure of 1,1′-bis{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]methyl}ferrocene, and its complexation with Cu(I)
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title_full_unstemmed | Synthesis and crystal structure of 1,1′-bis{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]methyl}ferrocene, and its complexation with Cu(I)
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title_short | Synthesis and crystal structure of 1,1′-bis{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]methyl}ferrocene, and its complexation with Cu(I)
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title_sort | synthesis and crystal structure of 1,1′-bis{[4-(pyridin-2-yl)-1,2,3-triazol-1-yl]methyl}ferrocene, and its complexation with cu(i) |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7534253/ https://www.ncbi.nlm.nih.gov/pubmed/33117568 http://dx.doi.org/10.1107/S2056989020011901 |
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