A novel compound, triindanylhexaone, is formed unexpectedly as a major product from the nitration of 2,2′-biindanyl-1,1′,3,3′-tetraone. The structure was clearly established by X-ray crystallography. The reaction mechanism is interpreted as involving an oxidation-induced radical addition.
GabrielS., and LeupoldE., Ber., 1898, 31, 1159; R. Moubasher, J. Chem. Soc, 1949, 1038; J.A. Vanallan, R.E. Adel and G.A. Reynolds, J. Org. Chem., 1966, 31, 62.
7.
KohdorkovskyV., EllernA., and NeilandsO., Tetrahedron Lett., 1994, 35, 2955.
