The first example of the resolution of inherently chiral calix[8]arenes, 1,4-2,5-calix[8]bis-crown-4 1 and its methyl derivatives 2-4, has been achieved using enantioselective HPLC methods. The enantiomeric nature of isolated (+)-1 and (-)-1 was confirmed by CD spectra, specific optical rotation and H-1 NMR in the presence of Pirkle's reagent. A rationale is given for the observed HPLC enantioselectivity among compounds 2-4. (C) 1997 Elsevier Science Ltd.
Resolution of inherently chiral 1,4-2,5-calix[8]bis-crown-4 derivatives by enantioselective HPLC
NERI, Placido
1997-01-01
Abstract
The first example of the resolution of inherently chiral calix[8]arenes, 1,4-2,5-calix[8]bis-crown-4 1 and its methyl derivatives 2-4, has been achieved using enantioselective HPLC methods. The enantiomeric nature of isolated (+)-1 and (-)-1 was confirmed by CD spectra, specific optical rotation and H-1 NMR in the presence of Pirkle's reagent. A rationale is given for the observed HPLC enantioselectivity among compounds 2-4. (C) 1997 Elsevier Science Ltd.File in questo prodotto:
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