Using the nature of the achiral solvent to orient chiral resolution

Joséphine de Meester; Oleksii Shemchuk; Laurent Collard; Johan Wouters; Simon Baillieux; Koen Robeyns; Tom Leyssens

doi:10.1039/d4ce00124a

Using the nature of the achiral solvent to orient chiral resolution

Joséphine de Meester, Oleksii Shemchuk, Laurent Collard, Johan Wouters, Simon Baillieux, Koen Robeyns, Tom Leyssens

Research output: Contribution to journal › Article › peer-review

Abstract

We demonstrate the unprecedented phenomenon of solvent-oriented resolution of 1,1′-bi-2-naphtol (Binol). Using a resolution agent of a fixed handedness (R,R)-N,N′-dimethyl-1,2-diphenylethane-1,2-diamine (DADPE), we are able to resolve either the (S)- or (R)-enantiomer of Binol by a mere change of the achiral solvent.

Original language	English
Pages (from-to)	2056-2059
Number of pages	4
Journal	CrystEngComm
Volume	26
Issue number	15
DOIs	https://doi.org/10.1039/d4ce00124a
Publication status	Published - 15 Mar 2024

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10.1039/d4ce00124a

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AU - de Meester, Joséphine

AU - Shemchuk, Oleksii

AU - Collard, Laurent

AU - Wouters, Johan

AU - Baillieux, Simon

AU - Robeyns, Koen

AU - Leyssens, Tom

PY - 2024/3/15

Y1 - 2024/3/15

N2 - We demonstrate the unprecedented phenomenon of solvent-oriented resolution of 1,1′-bi-2-naphtol (Binol). Using a resolution agent of a fixed handedness (R,R)-N,N′-dimethyl-1,2-diphenylethane-1,2-diamine (DADPE), we are able to resolve either the (S)- or (R)-enantiomer of Binol by a mere change of the achiral solvent.

AB - We demonstrate the unprecedented phenomenon of solvent-oriented resolution of 1,1′-bi-2-naphtol (Binol). Using a resolution agent of a fixed handedness (R,R)-N,N′-dimethyl-1,2-diphenylethane-1,2-diamine (DADPE), we are able to resolve either the (S)- or (R)-enantiomer of Binol by a mere change of the achiral solvent.

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Using the nature of the achiral solvent to orient chiral resolution

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Using the nature of the achiral solvent to orient chiral resolution

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