Synthesis of 2,4,5,8-tetrabromotricyclo(4. 2. 2. 0/sup 1,5/)decane and determination of its structure by two-dimensional homonuclear and heteronuclear correlation /sup 1/H and /sup 13/C NMR spectroscopy and x-ray crystallographic analysis

It is known that the bromination of endotricyclo(5.2.1.0/sup 2,6/)decane (I) with bromine in the presence of aluminum bromide leads to the formation of 1,3,5- and 1,3,6-tribromoadamantanes and 1,2,3,5,6,7-hexabromonaphthalene. In view of the complexity of the isomerization of the endo-decane (I) to adamantane the authors studied the bromination of (I) with bromine in order to detect the intermediate products of this isomerization. 2,4,5,8-Tetrabromotricyclo(4.2.2.0/sup 1,5/)decane was synthesized by the bromination of endo-tricyclo(5.2.1.0/sup 2,6/)decane, and its structure was determined by two-dimensional homonuclear and heteronuclear correlation NMR spectroscopy with full assignment of the signals and was confirmed by x-ray crystallographic analysis.