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Crystal structures of [(N,N-dimethylamino)methyl]ferrocene and (R (p),R (p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane
The title compound [(N,N-dimethylamino)methyl]ferrocene, [Fe(C(5)H(5))(C(8)H(12)N)], (1), is an interesting starting material for the synthesis of planar chiral 1,2-disubstituted ferrocenes, as demonstrated by the preparation of (R (p),R (p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimet...
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/PMC7472773/ https://www.ncbi.nlm.nih.gov/pubmed/32939296 http://dx.doi.org/10.1107/S2056989020010397 |
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author | Krupp, Anna Wegge, Jessica Otte, Felix Kleinheider, Johannes Wall, Helene Strohmann, Carsten |
author_facet | Krupp, Anna Wegge, Jessica Otte, Felix Kleinheider, Johannes Wall, Helene Strohmann, Carsten |
author_sort | Krupp, Anna |
collection | PubMed |
description | The title compound [(N,N-dimethylamino)methyl]ferrocene, [Fe(C(5)H(5))(C(8)H(12)N)], (1), is an interesting starting material for the synthesis of planar chiral 1,2-disubstituted ferrocenes, as demonstrated by the preparation of (R (p),R (p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane, [Fe(2)(C(5)H(5))(2)(C(18)H(18)N(2)Si)], (2), from the lithiated derivative of 1. The configuration of the lithium compound is unchanged after the substitution reaction and the chirality is preserved in space group P2(1)2(1)2(1). In both compounds, the Cp rings adopt eclipsed conformations. Hirshfeld surface analysis was used to investigate the intermolecular interactions, and showed that H⋯H (van der Waals) interactions dominate in both structures with contact percentages of 83.9 and 88.4% for 1 and 2, respectively. |
format | Online Article Text |
id | pubmed-7472773 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-74727732020-09-15 Crystal structures of [(N,N-dimethylamino)methyl]ferrocene and (R (p),R (p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane Krupp, Anna Wegge, Jessica Otte, Felix Kleinheider, Johannes Wall, Helene Strohmann, Carsten Acta Crystallogr E Crystallogr Commun Research Communications The title compound [(N,N-dimethylamino)methyl]ferrocene, [Fe(C(5)H(5))(C(8)H(12)N)], (1), is an interesting starting material for the synthesis of planar chiral 1,2-disubstituted ferrocenes, as demonstrated by the preparation of (R (p),R (p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane, [Fe(2)(C(5)H(5))(2)(C(18)H(18)N(2)Si)], (2), from the lithiated derivative of 1. The configuration of the lithium compound is unchanged after the substitution reaction and the chirality is preserved in space group P2(1)2(1)2(1). In both compounds, the Cp rings adopt eclipsed conformations. Hirshfeld surface analysis was used to investigate the intermolecular interactions, and showed that H⋯H (van der Waals) interactions dominate in both structures with contact percentages of 83.9 and 88.4% for 1 and 2, respectively. International Union of Crystallography 2020-08-11 /pmc/articles/PMC7472773/ /pubmed/32939296 http://dx.doi.org/10.1107/S2056989020010397 Text en © Krupp 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 Krupp, Anna Wegge, Jessica Otte, Felix Kleinheider, Johannes Wall, Helene Strohmann, Carsten Crystal structures of [(N,N-dimethylamino)methyl]ferrocene and (R (p),R (p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane |
title | Crystal structures of [(N,N-dimethylamino)methyl]ferrocene and (R
(p),R
(p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane |
title_full | Crystal structures of [(N,N-dimethylamino)methyl]ferrocene and (R
(p),R
(p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane |
title_fullStr | Crystal structures of [(N,N-dimethylamino)methyl]ferrocene and (R
(p),R
(p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane |
title_full_unstemmed | Crystal structures of [(N,N-dimethylamino)methyl]ferrocene and (R
(p),R
(p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane |
title_short | Crystal structures of [(N,N-dimethylamino)methyl]ferrocene and (R
(p),R
(p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane |
title_sort | crystal structures of [(n,n-dimethylamino)methyl]ferrocene and (r
(p),r
(p))-bis{2-[(dimethylamino)methyl]ferrocenyl}dimethylsilane |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7472773/ https://www.ncbi.nlm.nih.gov/pubmed/32939296 http://dx.doi.org/10.1107/S2056989020010397 |
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