Enantio-differentiation of O-heterocycles using a binol-derived disulfonimide as a chiral solvating agentElectronic supplementary information (ESI) available. See DOI: 10.1039/c4cc00466c

The disulfonimide ( R )- 1 enables enantio-differentiation of a large scope of chiral O -heterocycles, thanks to the formation of diastereomeric adducts. The underlying H-bond has been investigated by NMR. ( R )- 1 has been used as a chiral solvating agent (CSA) to determine the stereochemical purit...

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Hauptverfasser: Couffin, A, Thillaye du Boullay, O, Vedrenne, M, Navarro, C, Martin-Vaca, B, Bourissou, D
Format: Artikel
Sprache:eng
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Zusammenfassung:The disulfonimide ( R )- 1 enables enantio-differentiation of a large scope of chiral O -heterocycles, thanks to the formation of diastereomeric adducts. The underlying H-bond has been investigated by NMR. ( R )- 1 has been used as a chiral solvating agent (CSA) to determine the stereochemical purity of d / l lactide by 1 H NMR. The disulfonimide ( R )- 1 enables enantio-differentiation of d- and l -lactides, thanks to the formation of diastereomeric H-bond adducts. Such chiral recognition operates with a large scope of ROP monomers and is readily monitored by 1 H NMR spectroscopy.
ISSN:1359-7345
1364-548X
DOI:10.1039/c4cc00466c