Synthesis and crystal structures of 2-bromo-1,3-di­methyl­imidazolium iodides

Attempts at direct bromination of 1,3-di­methyl­imidazolium salts were futile. The title compounds, 2-bromo-1,3-di­methyl­imidazolium iodide chloro­form 0.33-solvate, C(5)H(8)BrN(2) (+)·I(−)·0.33CHCl(3), 2-bromo-1,3-di­methyl­imidazolium iodide di­chloro­methane hemisolvate, C(5)H(8)BrN(2) (+)·I(−)·...

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Autores principales: Lampl, Martin, Laus, Gerhard, Kahlenberg, Volker, Wurst, Klaus, Huppertz, Hubert, Schottenberger, Herwig
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5946976/
https://www.ncbi.nlm.nih.gov/pubmed/29765754
http://dx.doi.org/10.1107/S2056989018003390
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author Lampl, Martin
Laus, Gerhard
Kahlenberg, Volker
Wurst, Klaus
Huppertz, Hubert
Schottenberger, Herwig
author_facet Lampl, Martin
Laus, Gerhard
Kahlenberg, Volker
Wurst, Klaus
Huppertz, Hubert
Schottenberger, Herwig
author_sort Lampl, Martin
collection PubMed
description Attempts at direct bromination of 1,3-di­methyl­imidazolium salts were futile. The title compounds, 2-bromo-1,3-di­methyl­imidazolium iodide chloro­form 0.33-solvate, C(5)H(8)BrN(2) (+)·I(−)·0.33CHCl(3), 2-bromo-1,3-di­methyl­imidazolium iodide di­chloro­methane hemisolvate, C(5)H(8)BrN(2) (+)·I(−)·0.5CH(2)Cl(2), and 2-bromo-1,3-di­methyl­imidazolium iodide hemi(diiodide), C(5)H(8)BrN(2) (+)·I(−)·0.5I(2), were obtained by methyl­ation of 2-bromo-1-methyl­imidazole. They crystallized as CHCl(3), CH(2)Cl(2) or I(2) solvates/adducts. The Br atom acts as a σ-hole to accept short C—Br⋯I inter­actions. C—H⋯I hydrogen bonds are observed in each structure.
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spelling pubmed-59469762018-05-15 Synthesis and crystal structures of 2-bromo-1,3-di­methyl­imidazolium iodides Lampl, Martin Laus, Gerhard Kahlenberg, Volker Wurst, Klaus Huppertz, Hubert Schottenberger, Herwig Acta Crystallogr E Crystallogr Commun Research Communications Attempts at direct bromination of 1,3-di­methyl­imidazolium salts were futile. The title compounds, 2-bromo-1,3-di­methyl­imidazolium iodide chloro­form 0.33-solvate, C(5)H(8)BrN(2) (+)·I(−)·0.33CHCl(3), 2-bromo-1,3-di­methyl­imidazolium iodide di­chloro­methane hemisolvate, C(5)H(8)BrN(2) (+)·I(−)·0.5CH(2)Cl(2), and 2-bromo-1,3-di­methyl­imidazolium iodide hemi(diiodide), C(5)H(8)BrN(2) (+)·I(−)·0.5I(2), were obtained by methyl­ation of 2-bromo-1-methyl­imidazole. They crystallized as CHCl(3), CH(2)Cl(2) or I(2) solvates/adducts. The Br atom acts as a σ-hole to accept short C—Br⋯I inter­actions. C—H⋯I hydrogen bonds are observed in each structure. International Union of Crystallography 2018-03-09 /pmc/articles/PMC5946976/ /pubmed/29765754 http://dx.doi.org/10.1107/S2056989018003390 Text en © Lampl et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ 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/2.0/uk/
spellingShingle Research Communications
Lampl, Martin
Laus, Gerhard
Kahlenberg, Volker
Wurst, Klaus
Huppertz, Hubert
Schottenberger, Herwig
Synthesis and crystal structures of 2-bromo-1,3-di­methyl­imidazolium iodides
title Synthesis and crystal structures of 2-bromo-1,3-di­methyl­imidazolium iodides
title_full Synthesis and crystal structures of 2-bromo-1,3-di­methyl­imidazolium iodides
title_fullStr Synthesis and crystal structures of 2-bromo-1,3-di­methyl­imidazolium iodides
title_full_unstemmed Synthesis and crystal structures of 2-bromo-1,3-di­methyl­imidazolium iodides
title_short Synthesis and crystal structures of 2-bromo-1,3-di­methyl­imidazolium iodides
title_sort synthesis and crystal structures of 2-bromo-1,3-di­methyl­imidazolium iodides
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5946976/
https://www.ncbi.nlm.nih.gov/pubmed/29765754
http://dx.doi.org/10.1107/S2056989018003390
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