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Issue 30, 2015

Conformational steering in dicarboxy acids: the native structure of succinic acid

Author affiliations

Abstract

Succinic acid, a dicarboxylic acid molecule, has been investigated spectroscopically with computational support to elucidate the complex aspects of its conformational composition. Due to the torsional freedom of the carbon backbone and hydroxy groups, a large number of potentially plausible conformers can be generated with an indication that the gauche conformer is favored over the trans form. The microwave and millimeter wave spectra have been analyzed and accurate spectroscopic constants have been derived that correlate best with those of the lowest energy gauche conformer. For an unambiguous conformational identification measurements were extended to the monosubstituted isotopologues, precisely determining the structural properties. Besides bond distances and angles, particularly the dihedral angle has been determined to be 67.76(11)°, confirming the anomalous tendency of the methylene units to favor gauche conformers when a short aliphatic segment is placed between two carbonyl groups.

Graphical abstract: Conformational steering in dicarboxy acids: the native structure of succinic acid

Supplementary files

Article information


Submitted
16 Dec 2014
Accepted
20 Feb 2015
First published
13 Mar 2015

Phys. Chem. Chem. Phys., 2015,17, 19726-19734
Article type
Paper
Author version available

Conformational steering in dicarboxy acids: the native structure of succinic acid

M. K. Jahn, E. Méndez, K. P. Rajappan Nair, P. D. Godfrey, D. McNaughton, P. Écija, F. J. Basterretxea, E. J. Cocinero and J. Grabow, Phys. Chem. Chem. Phys., 2015, 17, 19726 DOI: 10.1039/C4CP05905K

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