
TY  - JOUR
A1  - Collin, PJ 
A1  - Teitei, T 
A1  - Sasse, WHF 
T1  - The acid-catalysed rearrangement of a 1,2-Diphenyl-2a,8b-dihydrocyclobuta-[a]naphthalene. A new synthesis of triarylethylenes
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1972
VL  - 25
IS  - 6
SP  - 1239
EP  - 1244
KW  - 
UR  - https://doi.org/10.1071/CH9721239 
N2  - 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). 
ER  -

