Reaktion von (Z,Z)-1,5-Cyclooctadien mit N-Bromsuccinimid in Gegenwart von Wasser oder Methanol

DFT study on the electrophilic transannular addition reaction of bromine to tetracyclo[7.2.1.04,11.06,10]dodeca-2,7-diene

“…Experimental results on this type of reaction have been confusing. In some cases only the cross or the parallel bridged product is isolated, while in other cases both products are formed simultaneously [10][11][12][13][14][15][16][17][18][19][20][21][22][23]. Previously, although the formation of N-type products was ascribed to the mutual interaction of the orbitals, the reason for the formation of U-type product was not explained [24].…”