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Di­methyl­ammonium 2,4,5-tri­carb­oxy­benzoate: an example of the deca­rbonylation of N,N-di­methyl­formamide in the presence of a metal and a benzene­polycarb­oxy­lic acid. Is zirconium(IV) the Tsotsi?

The title salt, C(2)H(8)N(+)·C(10)H(5)O(8) (−), was the unexpected product of an attempt to prepare a Zr(IV) metal–organic framework with benzene-1,2,4,5-tetra­carb­oxy­lic acid (1,2,4,5-H(3)B4C). In the reaction, the DMF solvent has been decarb­on­yl­ated, forming the di­methyl­ammonium cation, wit...

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Detalles Bibliográficos
Autores principales: Hulushe, S. T., Hosten, E. C., Watkins, G. M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095824/
https://www.ncbi.nlm.nih.gov/pubmed/27840699
http://dx.doi.org/10.1107/S2056989016014948
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author Hulushe, S. T.
Hosten, E. C.
Watkins, G. M.
author_facet Hulushe, S. T.
Hosten, E. C.
Watkins, G. M.
author_sort Hulushe, S. T.
collection PubMed
description The title salt, C(2)H(8)N(+)·C(10)H(5)O(8) (−), was the unexpected product of an attempt to prepare a Zr(IV) metal–organic framework with benzene-1,2,4,5-tetra­carb­oxy­lic acid (1,2,4,5-H(3)B4C). In the reaction, the DMF solvent has been decarb­on­yl­ated, forming the di­methyl­ammonium cation, with one proton lost from the tetra­carb­oxy­lic acid. It is proposed that the Zr(IV) salt acts as a Tsotsi or robber, plundering CO from the DMF mol­ecule. The resulting salt crystallizes with two cations and two anions in the asymmetric unit. An intra­molecular hydrogen bond forms between a carb­oxy­lic acid substituent and the carboxyl­ate group of each of the monodeprotonated (1,2,4,5-H(3)B4C(−)) anions. In the crystal, an extensive array of O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds generates a three-dimensional network, with columns of cations and anions forming along the b axis.
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spelling pubmed-50958242016-11-11 Di­methyl­ammonium 2,4,5-tri­carb­oxy­benzoate: an example of the deca­rbonylation of N,N-di­methyl­formamide in the presence of a metal and a benzene­polycarb­oxy­lic acid. Is zirconium(IV) the Tsotsi? Hulushe, S. T. Hosten, E. C. Watkins, G. M. Acta Crystallogr E Crystallogr Commun Research Communications The title salt, C(2)H(8)N(+)·C(10)H(5)O(8) (−), was the unexpected product of an attempt to prepare a Zr(IV) metal–organic framework with benzene-1,2,4,5-tetra­carb­oxy­lic acid (1,2,4,5-H(3)B4C). In the reaction, the DMF solvent has been decarb­on­yl­ated, forming the di­methyl­ammonium cation, with one proton lost from the tetra­carb­oxy­lic acid. It is proposed that the Zr(IV) salt acts as a Tsotsi or robber, plundering CO from the DMF mol­ecule. The resulting salt crystallizes with two cations and two anions in the asymmetric unit. An intra­molecular hydrogen bond forms between a carb­oxy­lic acid substituent and the carboxyl­ate group of each of the monodeprotonated (1,2,4,5-H(3)B4C(−)) anions. In the crystal, an extensive array of O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds generates a three-dimensional network, with columns of cations and anions forming along the b axis. International Union of Crystallography 2016-10-04 /pmc/articles/PMC5095824/ /pubmed/27840699 http://dx.doi.org/10.1107/S2056989016014948 Text en © Hulushe et al. 2016 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Hulushe, S. T.
Hosten, E. C.
Watkins, G. M.
Di­methyl­ammonium 2,4,5-tri­carb­oxy­benzoate: an example of the deca­rbonylation of N,N-di­methyl­formamide in the presence of a metal and a benzene­polycarb­oxy­lic acid. Is zirconium(IV) the Tsotsi?
title Di­methyl­ammonium 2,4,5-tri­carb­oxy­benzoate: an example of the deca­rbonylation of N,N-di­methyl­formamide in the presence of a metal and a benzene­polycarb­oxy­lic acid. Is zirconium(IV) the Tsotsi?
title_full Di­methyl­ammonium 2,4,5-tri­carb­oxy­benzoate: an example of the deca­rbonylation of N,N-di­methyl­formamide in the presence of a metal and a benzene­polycarb­oxy­lic acid. Is zirconium(IV) the Tsotsi?
title_fullStr Di­methyl­ammonium 2,4,5-tri­carb­oxy­benzoate: an example of the deca­rbonylation of N,N-di­methyl­formamide in the presence of a metal and a benzene­polycarb­oxy­lic acid. Is zirconium(IV) the Tsotsi?
title_full_unstemmed Di­methyl­ammonium 2,4,5-tri­carb­oxy­benzoate: an example of the deca­rbonylation of N,N-di­methyl­formamide in the presence of a metal and a benzene­polycarb­oxy­lic acid. Is zirconium(IV) the Tsotsi?
title_short Di­methyl­ammonium 2,4,5-tri­carb­oxy­benzoate: an example of the deca­rbonylation of N,N-di­methyl­formamide in the presence of a metal and a benzene­polycarb­oxy­lic acid. Is zirconium(IV) the Tsotsi?
title_sort di­methyl­ammonium 2,4,5-tri­carb­oxy­benzoate: an example of the deca­rbonylation of n,n-di­methyl­formamide in the presence of a metal and a benzene­polycarb­oxy­lic acid. is zirconium(iv) the tsotsi?
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5095824/
https://www.ncbi.nlm.nih.gov/pubmed/27840699
http://dx.doi.org/10.1107/S2056989016014948
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