S. Toyota et al., ABSOLUTE CONFORMATION AND SUBSTITUENT EFFECTS ON CHIROPTICAL PROPERTIES OF THOXYCARBONYL)-9,10-DIHYDRO-9,10-ETHENOANTHRACENES, Journal of the American Chemical Society, 118(46), 1996, pp. 11460-11466
Optically active and inactive rotational isomers of ethoxycarbonyl)-9,
10-dihydro-9,10-ethenoanthracene were isolated. The absolute conformat
ions of these optically active conformers were determined by correlati
ng them with those of camphorsultam amides of hoxycarbonyl)-9,10-dihyd
ro-9,10-ethenoanthracenes, the latter being determined by X-ray analys
is. From the carboxylic acids, the title compounds, in which the halog
en is a chloro, a bromo, or an iodo, were prepared. The CD spectra of
the title compounds showed remote substituent effects on the Cotton ef
fect at ca. 220 nm.