Bromine-initiated, silicon-assisted rearrangement in the norbornene series: crystal and molecular structure of 3-endo,5-endo-dibromotricyclo[2.2.1.0]heptane-7-carboxylic acid

Abstract

The structure (4) of the major product from the reaction of bromine on the sodium salt of 7-anti-trimethylsilyl-bicyclo[2.2.1]hept-5-ene-2-endo-carboxylic acid (1) has been elucidated by X-ray crystallography. The structure was solved by the heavy-atom method and refined by least-squares techniques to R 0.050 for 1 340 observed reflections measured by diffractometer. Crystals are monoclinic, space group P2₁/n, with Z= 4 in a unit cell of dimensions a= 7.011(4), b= 15.344(5), c= 8.537(5)Å, β= 99.97(4)°.