At 100 °C in toluene, cis-2′-trifluoromethyl-spiro [acenaphthene-1,7′-norcaradiene]-2-one (1; X = CF3) interconverts with its 3′-trifluoromethyl-substituted isomer (2; X = CF3), this being the first directly observed example of a degenerate ring-walk rearrangement for a norcaradiene with a spiro-ring system attached at C-7.
P. J. N. Brown, J. I. G. Cadogan, I. Gosney and A. Johnstone, J. Chem. Soc., Chem. Commun., 1981, 1035 DOI: 10.1039/C39810001035
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