کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
5134964 1493407 2017 9 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Anthracenyl polar embedded stationary phases with enhanced aromatic selectivity. Part II: A density functional theory study
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آنالیزی یا شیمی تجزیه
پیش نمایش صفحه اول مقاله
Anthracenyl polar embedded stationary phases with enhanced aromatic selectivity. Part II: A density functional theory study
چکیده انگلیسی


- Enhanced affinity for polycyclic aromatic hydrocarbons than for alkylbenzenes.
- Robust DFT-based computational protocol to model the overall ligand 3D structure.
- Solvent effect taken into account through PCM and explicit solvation model.
- Better understanding of the interaction mechanisms through a DFT rationalization.

New polar embedded aromatic stationary phases (mono- and trifunctional versions) that contain an amide-embedded group coupled with a tricyclic aromatic moiety were developed for chromatographic applications and described in the first paper of this series. These phases offered better separation performance for PAHs than for alkylbenzene homologues, and an enhanced ability to differentiate aromatic planarity to aromatic tridimensional conformation, especially for the trifunctional version and when using methanol instead of acetonitrile. In this second paper, a density functional theory study of the retention process is reported. In particular, it was shown that the selection of the suitable computational protocol allowed for describing rigorously the interactions that could take place, the solvent effects, and the structural changes for the monofunctional and the trifunctional versions. For the first time, the experimental data coupled with these DFT results provided a better understanding of the interaction mechanisms and highlighted the importance of the multimodal character of the designed stationary phases: alkyl spacers for interactions with hydrophobic solutes, amide embedded groups for dipole-dipole and hydrogen-bond interactions, and aromatic terminal groups for π-π interactions.

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Journal of Chromatography A - Volume 1519, 13 October 2017, Pages 91-99
نویسندگان
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