“…According to the Fukui's orbital mixing rule [45], the favorable steric arrangement for transannular cyclization is not only spatial closeness of the two p-bonds, but also their position in the same plane. Thus, UV and photo-electronic spectra data prove interaction of double bonds and splitting of p-levels for the dienes 1 [46] and 3 [47], that favors their transannular cyclization. On the contrary, the conformational mobility of the diene 8 proved by unlimited number of conformations and in particular twist-boat form for its close analogue 1,7-dibromocis,cis-cycloocta-1,5-diene determined by X-Ray structural analysis [48] hampers transannular cyclization of cis,cis-1,5-cyclooctadiene.…”