ISSN:
1573-9171
Schlagwort(e):
(S)-1, 1′-binaphthyl-2,2′-diol, chiral solvating agent
;
pantolactone, cyclopropanecarboxylic acids, propranolol, 2,2′-bis(diphenylphosphinyl)-1,1′-binaphthyl, enantiomeric composition
;
1H,13C,31P NMR spectra
Quelle:
Springer Online Journal Archives 1860-2000
Thema:
Chemie und Pharmazie
Notizen:
Abstract The determination of the enantiomeric composition of chiral compounds by1H,13C, and31P NMR spectroscopy in the presence of (S)-1,1′-binaphthyl-2,2′-diol demonstrates that the enantioselectivity of the method increases when the polarity of a solvent decreases as follows: CD3OD-D2O (4 ∶ 1) 〈 CD3OD 〈 CDCl3 〈 CDCl3-CCl4 (1 ∶ 1) 〈 C6D6. The effect is caused by increase in stability of solvating agent-substrate complexes formed through the hydrogen bonds. Pantolactone, esters of substituted cyclopropanecarboxylic acids, amino alcohol propranolol, and 2,2′-bis(diphenylphosphinyl)-1,1′-binaphthyl were used as the substrates.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1007/BF00696919
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