Title of article
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?
Author/Authors
Hulushe, S. T. Department of Chemistry - Rhodes University, South Africa , Hosten, E. C. Department of Chemistry - Nelson Mandela University, South Africa , Watkins, G. M. Department of Chemistry - Rhodes University, South Africa
Pages
12
From page
1
To page
12
Abstract
The title salt, C2H8N+·C10H5O8−, was the unexpected product of an attempt to prepare a ZrIV metal–organic framework with benzene-1,2,4,5-tetracarboxylic acid (1,2,4,5-H3B4C). 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 ZrIV 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-H3B4C−) 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.
Keywords
decarbonylation , Tsotsi , 1,2,4,5-benzenetetracarboxylic acid , multiple hydrogen bonding , crystal structure
Journal title
Acta Crystallographica Section E: Crystallographic Communications
Serial Year
2016
Record number
2619243
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