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Effective HPLC resolution of [4]heterohelicenium dyes on chiral stationary phases using reversed‐phase eluents
Author(s) -
Villani Claudio,
Laleu Benoît,
Mobian Pierre,
Lacour Jérôme
Publication year - 2007
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20345
Subject(s) - chemistry , enantiomer , analyte , high performance liquid chromatography , chirality (physics) , elution , chiral derivatizing agent , chiral column chromatography , chromatography , phase (matter) , resolution (logic) , chiral stationary phase , analytical chemistry (journal) , stereochemistry , organic chemistry , chiral symmetry , physics , quantum mechanics , artificial intelligence , computer science , nambu–jona lasinio model , quark
[4]Heterohelicenium cations 1a–c adopt a twisted helical structure that renders them chiral. They are configurationally stable and their enantiomers have been resolved, for the first time, by HPLC on Chiralcel OD‐RH and Chirobiotic TAG chiral stationary phases (CSPs). Chiral cations 1a–c have been resolved by HPLC using water‐based eluents containing KPF 6 as additive. The elution order of the analyte enantiomers was determined by on‐line CD detection, and was found to be opposite on the two CSPs. The effect of mobile phase composition and analyte structure on retention and enantioselectivity was investigated. Chirality 19:601–606, 2006 © 2006 Wiley‐Liss, Inc.