Imidazolinium sulfonate and sulfamate zwitterions as chiral solvating agents for enantiomeric excess calculations |
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| Authors: | Sobia Tabassum Mazhar Amjad Gilani René Wilhelm |
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| Institution: | 1. Clausthal University of Technology, Institute of Organic Chemistry, Leibnizstr. 6, 38678 Clausthal-Zellerfeld, Germany;2. University of Paderborn, Department of Chemistry, Warburgerstrasse 100, 33098 Paderborn, Germany |
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| Abstract: | The synthesis of enantiopure unsymmetrical N-heterocyclic based zwitterions incorporating imidazolinium and alkylsulfonate or sulfamate groups is described. The desired compounds were prepared in good yields from 1,3-propanesultone or cyclic sulfamidates and imidazolines. The imidazolinium based zwitterions proved to be versatile chiral solvating agents for Mosher’s acid, alcohols, cyanohydrins, amino alcohols, nitro alcohols, thiols, and carboxylic acids with very high shifts in the 1H and 19F NMR. |
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