The term Atropisomerism defines a type of enantiomerism that arises from hindered rotation around an axis that makes two rotational isomers enantiomers. Atropisomeric compounds are present in nature, being important building blocks of many biologically active compounds. Atropisomers have been extensively studied in environmental and toxicological chemistry and, in particular, separating them has become a need in specific fields as organic synthesis and pharmaceutical research. High-performance liquid chromatography has been fruitfully applied in this context, and, despite HPLC separation on chiral stationary phase (CSP) is considered as mature technology nowadays, in the last years several advancements and applications contributed to study compounds where axial chirality is of utmost importance. Moreover, dynamic chromatography has been exploited as a versatile tool for kinetic studies of systems with slow internal motion gaining essential information on their stereodynamic behaviour. On this basis, current topics and trends in liquid phase chromatography enantioseparation of atropisomers are presented herein with specific focus on new representative applications with HPLC, covering years 2010–2016. Some examples concerning supercritical fluid chromatography (SFC) applications are also reported. This review aims to provide the reader with a modern overview of the field in order to highlight the renewed interest towards the chemistry of molecules with atropisomeric properties. A systematic compilation of all published literature has not been attempted.

Recent trends and applications in liquid phase chromatography enantioseparation of atropisomers

COSSU, Sergio Antonio
2017

Abstract

The term Atropisomerism defines a type of enantiomerism that arises from hindered rotation around an axis that makes two rotational isomers enantiomers. Atropisomeric compounds are present in nature, being important building blocks of many biologically active compounds. Atropisomers have been extensively studied in environmental and toxicological chemistry and, in particular, separating them has become a need in specific fields as organic synthesis and pharmaceutical research. High-performance liquid chromatography has been fruitfully applied in this context, and, despite HPLC separation on chiral stationary phase (CSP) is considered as mature technology nowadays, in the last years several advancements and applications contributed to study compounds where axial chirality is of utmost importance. Moreover, dynamic chromatography has been exploited as a versatile tool for kinetic studies of systems with slow internal motion gaining essential information on their stereodynamic behaviour. On this basis, current topics and trends in liquid phase chromatography enantioseparation of atropisomers are presented herein with specific focus on new representative applications with HPLC, covering years 2010–2016. Some examples concerning supercritical fluid chromatography (SFC) applications are also reported. This review aims to provide the reader with a modern overview of the field in order to highlight the renewed interest towards the chemistry of molecules with atropisomeric properties. A systematic compilation of all published literature has not been attempted.
File in questo prodotto:
File Dimensione Formato  
2017 Electrophoresis.pdf

non disponibili

Descrizione: Articolo finale
Tipologia: Documento in Post-print
Licenza: Accesso chiuso-personale
Dimensione 3.25 MB
Formato Adobe PDF
3.25 MB Adobe PDF   Visualizza/Apri

I documenti in ARCA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10278/3684102
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 12
  • ???jsp.display-item.citation.isi??? 12
social impact