ISSN:
1434-4475
Keywords:
Absolute chiralities
;
Circular dichroism
;
Configurational correlation
;
Triacetylcellulose, chromatography on
Source:
Springer Online Journal Archives 1860-2000
Topics:
Chemistry and Pharmacology
Notes:
Abstract The two isomeric 1,6-methano[10]anulene carboxylicacid methylesters as well as 2,7-methano[10]azaanulene and several of its methyl, methoxycarbonyl and bromo derivatives have been separated into enantiomers by chromatography on triacetyl cellulose in ethanol; in seven from eleven cases baseline separation was achieved and thereby optically pure enantiomers obtained. The optical rotations and circular dichroism spectra of all anulenes were recorded. From chemical correlations and comparison of the CD spectra relative configurations were deduced; from chiroptical comparison with 2-methyl-1,6-methano[10]anulene of known absolute configuration and on the basis of the justmentioned correlations also absolute chiralities were tentatively proposed for the methano[10]azaanulenes.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00798616
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