Novel reaction of 2-aryl-3,3-dimethylbicyclo[2.2.1]heptan-2-yl cations; X-ray crystal and molecular structure of 11-fluorosulphonyl-7,8,12-trimethyltetracyclo[7.4.0.0.2,7.04,8]-trideca-1(9),10,12-triene

Abstract

The 2-p-tolyl-3,3-dimethylbicyclo[2.2.1]heptan-2-yl cation has been shown to reorganise in fluorosulphonic acid to 11-fluorosulphonyl-7,8,12-trimethyltetracyclo[7.4.0.0^2,7.0^4,8]trideca-1(9),10,12-triene (2) the X-ray structure of which is reported; in perchloric acid 2-aryl-3,3-dimethylbicyclo[2.2.1]heptan-2-ols give substituted 7,8-dimethyltetracyclo[7.4.0.0^2,7.0^4,8]trideca-1(9),10,12-trienes which on reaction with fluorosulphonic acid are converted into fluorosulphonyl derivatives.