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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...

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Autores principales: Krupp, Anna, Wegge, Jessica, Otte, Felix, Kleinheider, Johannes, Wall, Helene, Strohmann, Carsten
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
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.
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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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