Comparative enantioseparation of planar chiral ferrocenes on polysaccharide‐based chiral stationary phases

• DOI: 10.1002/chir.23417
• Publication Date: 2022-01-24T14:31:57Z
• Authors: Alessandro Dessì; Barbara Sechi; Roberto Dallocchio; Bezhan Chankvetadze; Mireia Pérez‐Baeza; Sergio Cossu; Victor Mamane; Patrick Pale; Paola Peluso
• Keywords: Chiral stationary phase; Chiral derivatizing agent

Abstract Planar chiral ferrocenes are well‐known compounds that have attracted interest for application in synthesis, catalysis, material science, and medicinal chemistry several decades. In spite of the fact asymmetric synthesis procedures obtaining enantiomerically enriched available, sometimes, accessible enantiomeric excess products is unsatisfactory. such cases resolution racemic planar ferrocenes, enantioselective high‐performance liquid chromatography (HPLC) on polysaccharide‐based stationary phases (CSPs) has been used quite a few literature articles. However, although moderate/high enantioselectivities obtained bearing polar substituents, enantioseparation derivatives containing halogens, or exclusively alkyl groups, remains rather challenging. this study, ten 1,2‐ 1,3‐disubstituted was explored by using five CSPs under multimodal elution conditions. Baseline enantioseparations were achieved nine analytes with separation factors (α) ranging from 1.20 to 2.92. The presence π‐extended systems analyte structure shown impact affinity most retained enantiomer toward amylose‐based selectors, observing retention times higher than 80 min methanol‐containing mobile (MPs). Electrostatic potential (V) analysis molecular dynamics (MD) simulations order study interaction modes at level.