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Synthesis 2013; 45(2): 141-152
DOI: 10.1055/s-0032-1316812
DOI: 10.1055/s-0032-1316812
review
Self-Disproportionation of Enantiomers of Chiral, Non-Racemic Fluoroorganic Compounds: Role of Fluorine as Enabling Element
Further Information
Publication History
Received: 06 October 2012
Accepted after revision: 24 October 2012
Publication Date:
16 November 2012 (online)
Abstract
This review discusses all available literature on the self-disproportionation of enantiomers (SDE) of fluorine-containing compounds, resulting in a separation of racemic form from the excess enantiomer. Included are examples of the SDE via distillation, sublimation and achiral chromatography. The role of fluorine on the magnitude and preparative efficiency of the SDE, as a new, nonconventional method for optical purifications, is emphasized and critically discussed.
1 Introduction
2 General Aspects of Fluorine Influence on the Self-Disproportionation of Enantiomers
3 Self-Disproportionation of Enantiomers via Distillation
4 Self-Disproportionation of Enantiomers via Sublimation
5 Self-Disproportionation of Enantiomers via Achiral Chromatography
6 Conclusions
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For NMR examples, see: