AI Article Synopsis
- The study examines the chiral properties of nickel(II) complexes derived from various porphyrin derivatives with substituted phenyl groups.
- Investigations into the enantioseparation of racemic mixtures were conducted using high-performance liquid chromatography (HPLC) techniques.
- The purity and configurations of the isolated enantiomers were confirmed through HPLC, UV-Vis spectroscopy, and TDDFT calculations, revealing specific maximum molar ellipticity values.
Article Abstract
The chiral properties of nickel(II) complexes of porphyrin-porphyrin Tröger's base and porphyrin-chlorin spiro-Tröger's base with phenyl or 3-methoxyphenyl substitutions in their meso-positions were studied. Enantioseparation of racemic mixtures was investigated via high-performance liquid chromatography (HPLC) on an analytical ReproSil Chiral-NR column. The optimal conditions were utilized for a multimilligram scale isolation with a semipreparative column. The purity of the isolated enantiomers was determined by HPLC and UV-Vis spectroscopy. The absolute configurations of the isolated enantiomers were determined by evaluating the Cotton effect in electronic circular dichroism spectra. The determination was supported by TDDFT calculations, in which good agreement was achieved between the experimental and simulated spectra. The maximum molar ellipticity values, [θ] given in deg ∙ cm ∙ dmol, were [θ] = 1.73 ∙ 10 for phenyl spiroTB and [θ] = 1.24 ∙ 10 and [θ] = 2.15 ∙ 10 for 3-methoxyphenyl TB and spiroTB, respectively.
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| http://dx.doi.org/10.1016/j.saa.2024.124308 | DOI Listing |
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- The study examines the chiral properties of nickel(II) complexes derived from various porphyrin derivatives with substituted phenyl groups.
- Investigations into the enantioseparation of racemic mixtures were conducted using high-performance liquid chromatography (HPLC) techniques.
- The purity and configurations of the isolated enantiomers were confirmed through HPLC, UV-Vis spectroscopy, and TDDFT calculations, revealing specific maximum molar ellipticity values.
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