Abstract
Various methods of deracemising mixtures of enantiomers are discussed that permit to isolate one of the enantiomers in essentially quantitative yield.
Highlights
Deracemisation was defined by Pirkle as “the conversion of a racemic mixture into a nonracemic mixture by increasing the quantity of one enantiomer at the expense of the other”[1] and is an important tool in the production of optically active compounds
We end this review with examples in which the possibilities are explored of helical structures that show dynamic helicity. These systems open up exciting new avenues in asymmetric catalysis
Because of hydrogen-bond formation, one diastereomer of the supramolecular complex was preferentially formed by chirality transfer from the enantiopure building block to a dynamically racemic biaryl derivative. Such an approach could prove very useful to create enantiomerically pure ligands for asymmetric catalysis, similar to the results presented by Trapp and coworkers.[69,70]
Summary
Deracemisation was defined by Pirkle as “the conversion of a racemic mixture into a nonracemic mixture by increasing the quantity of one enantiomer at the expense of the other”[1] and is an important tool in the production of optically active compounds. Deracemisation reactions can occur under thermodynamic as well as under kinetic control.[1] asymmetric catalysis is tremendously important to prepare enantio-. Deracemisations in thermodynamically controlled conditions governed by supramolecular interactions will be discussed. The latter is less established as a method to obtain scalemic from racemic mixtures, but could prove versatile in a variety of applications. We end this review with examples in which the possibilities are explored of (supramolecular) helical structures that show dynamic helicity These systems open up exciting new avenues in asymmetric catalysis. Ligands that adopt a preferential conformation in response to changes in the environment could produce switchable ligands for asymmetric catalysis and afford both enantiomers by changing operation conditions
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