Absolute Conformation and Substituent Effects on Chiroptical Properties of 9-(2-Halo-1,1-dimethylethyl)-11,12- bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracenes
文摘
Optically active and inactive rotational isomers of9-(1,1-dimethyl-3-butenyl)-11,12-bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracene were isolated. Theabsolute conformations of these optically activeconformerswere determined by correlating them with those of camphorsultam amidesof 9-(2-carboxy-1,1-dimethylethyl)-11,12-bis(methoxycarbonyl)-9,10-dihydro-9,10-ethenoanthracenes,the latter being determined by X-ray analysis. Fromthe carboxylic acids, the title compounds, in which the halogen is achloro, a bromo, or an iodo, were prepared. TheCD spectra of the title compounds showed remote substituent effects onthe Cotton effect at ca. 220 nm.