Journal
SYNTHESIS-STUTTGART
Volume 47, Issue 20, Pages 3118-3132Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1560181
Keywords
Troger's base; enantiomeric resolution; HPLC techniques; circular dichroism; time-dependent density functional theory
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Funding
- Deutsche Forschungsgemeinschaft (Chemistry at Spin-Centers) [SFB 813]
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Eleven different derivatives of Troger's base were synthesized and successfully resolved by (recycling) HPLC on chiral stationary (S,S)-Whelk-O1 or CHIRALPAK IA phase on a (semi-) preparative scale or synthesized in enantiomerically pure form. The absolute configuration was determined by X-ray crystal structure analysis, comparison of the quantum chemically calculated circular dichroism spectra with the experimental spectra, or comparison of specific rotations with literature data.
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