
%0 Journal Article
%A Collin, PJ 
%A Teitei, T 
%A Sasse, WHF 
%T The acid-catalysed rearrangement of a 1,2-Diphenyl-2a,8b-dihydrocyclobuta-[a]naphthalene. A new synthesis of triarylethylenes
%J Australian Journal of Chemistry
%D 1972/06/01
%V 25
%N 6
%P 1239-1244
%K 
%R https://doi.org/10.1071/CH9721239
%U https://www.publish.csiro.au/paper/CH9721239 
%X Treatment of 4,8b-dimethyl-1,2-diphenyl-2a,8b-dihydrocyclobuta[a]naphthalene (4) with trifluoroacetic acid gives the stereoisomeric 2-(1,4-dimethylnaphthyl)-stilbenes (5) and (6), the structures of which have been proved by an independent synthesis. One of these stilbenes rearranges irreversibly under the influence of trifluoroacetic acid to its stereoisomer; stereomodels suggest that the less stable isomer has the structure (5). Mechanisms are proposed for the rearrangement of (4) to (5) and for the direct conversion of (4) into (6). 
