Quantitative in silico analysis of the selectivity of graphitic carbon synthesized by different methods

Abstract

Molecular interaction energy (MI) values calculated by molecular mechanics (MM2) using a model graphitic carbon phase were used for studying the selectivity of different types of graphitic carbon columns. The MI values well correlated with logk values measured on a graphitic carbon synthesized from 100% organic materials (r = 0.961, n = 13) but not with logk values measured on a graphitic carbon synthesized using silica matrix (r = 0.558, n = 17). The latter logk values correlated well with the hydrogen bonding energy values calculated using a model silica phase (r = 0.856, n = 17). The reason for the poor correlation of the logk values measured on the latter graphitic carbon is that the silica matrix might not be completely eliminated in the production process.

Quantitative In Silico Analysis of the Specificity of a Graphitic Carbon Column

“…[8] In addition, the chromatographic behavior of aromatic compounds measured using different types of graphitic carbon columns in normal phase liquid chromatography has been analyzed using a computational chemical approach with a model graphitic carbon column. [2] The correlation between the calculated molecular interaction energy (MI) values and log ks values measured on a graphitic carbon synthesized from 100% organic materials demonstrated the usefulness of this approach (r ¼ 0.961, n ¼ 13). The correlation coefficient was poor (0.558, n ¼ 17), however, for a graphitic carbon synthesized with a silica gel matrix.…”

“…[2] Graphitic carbon is mainly used for solid phase extraction, and not for chromatographic columns. Graphitic carbon columns, however, have been used to determine trace levels of nitroaromatic explosives and related compounds in water [3] and motor oil [4] using LC-API-MS, to screen underivatized oligosaccharides extracted from Triticum aestivum stems [5] using LC-ECMS, to analyze the effects of a water deficit on carbohydrates in Lupinus albus stems, [6] to retain acrylamide in liquid chromatography-MS=MS, [7] and to fractionate polycyclic aromatic compounds in sediment extracts.…”

“…Liquid chromatographic data measured in reversed phase liquid chromatography [9] were analyzed using a similar previously applied method. [2] EXPERIMENTAL Liquid Chromatography…”

Computational Prediction of Diastereomeric Separation Behavior of Fluorescent o-Phthalaldehyde Derivatives of Amino Acids

“…[4][5][6][7] For instance, Hanai et al calculated molecular interactions between analytes and modeled stationary phase compounds using molecular mechanics to quantitatively investigate basic phenomena in RPLC. [5][6][7] Computational calculation studies of enantioseparation have also been reported.…”

“…[4][5][6][7] For instance, Hanai et al calculated molecular interactions between analytes and modeled stationary phase compounds using molecular mechanics to quantitatively investigate basic phenomena in RPLC. [5][6][7] Computational calculation studies of enantioseparation have also been reported. [8][9][10][11][12] Several of these studies aimed to understand the chiral recognition mechanisms of chiral stationary phases such as β-cyclodextrin derivatives, 10 L-proline derivatives, 11 and cinchona alkaloids.…”