Reversed-phase chromatography as an effective tool for the chiral separation of anionic and zwitterionic carboranes using polysaccharide-based chiral selectors

0557516 - ÚACH 2023 RIV NL eng J - Článek v odborném periodiku
Horáček, O. - Marvalová, J. - Štilcová, K. - Holub, Josef - Grüner, Bohumír - Kučera, R.
Reversed-phase chromatography as an effective tool for the chiral separation of anionic and zwitterionic carboranes using polysaccharide-based chiral selectors.
Journal of Chromatography A. Roč. 1672, JUN (2022), č. článku 463051. ISSN 0021-9673. E-ISSN 1873-3778
Grant CEP: GA ČR(CZ) GA21-14409S
Institucionální podpora: RVO:61388980
Klíčová slova: Boron clusters * Carboranes * Chiral separation * HPLC * Polysaccharides * Reversed-phase
Obor OECD: Inorganic and nuclear chemistry
Impakt faktor: 4.1, rok: 2022
Způsob publikování: Omezený přístup
https://doi.org/10.1016/j.chroma.2022.463051

The aspect of the different spatial arrangement of anionic cobalt bis(dicarbollides) and dicarba-nido-undecaboranes remains grossly overlooked despite increased scientific interest. Regarding their growing potential, which does not limit only to medicinal chemistry, suitable enantioseparation methods are needed. The presented paper explores the possibilities of chiral separations of anionic cobalt bis(dicarbollide) and dicarba-7,8-nido-undecaborane derivatives on four polysaccharide-based columns under reversed-phase conditions. The chromatographic behavior of anionic derivatives was evaluated and compared with that of zwitterionic clusters. The isocratic procedure for HPLC method development was suggested. The main parameters for the optimization of separations were described. Successful chiral separations were critically compared to previously reported results in normal phase and polar-organic mode. Reversed-phase separations are superior in resolution, lower consumption of organic solvents, and flexibility during the method development. Moreover, the first chiral discrimination of some hydroxyalkyl derivatives of anionic cobalt bis(dicarbollides) is reported. The outcomes of this work may be used for method development in any area, where the chirality of these interesting molecules is of concern.
Trvalý link: http://hdl.handle.net/11104/0331487