J. Mattay, Gisela Trampe, J. Runsink
Sep 1, 1988
Citations
0
Influential Citations
2
Citations
Journal
Chemische Berichte
Abstract
2,5-Dimethyl-2,4-hexadiene (1) dimerizes under Lewis acid catalysis or in the presence of tris(4-bromophenyl)aminium hexachlorostibanate (4) mainly to give exo-3-isopropenyl-exo-6-isopropyl-1,endo-2,4,4-tetramethylbicyclo[3.1.0]hexane (2). Small amounts of the acyclic dimer 2,5,7,7,10-pentamethyl-2,4,8-undecatriene (3) and traces of other unidentified dimeric and trimeric products are formed as well. The latter are the only products in the presence of Bronsted acids, whereas 2 and 3 were not detected under these conditions. The structural assignment of 2 has been carried out by means of 2D-INADEQUATE, -HETCOR, and -COSY spectra.