The synthesis of 1,1-difluoro-1H-cycloprop[b]anthracene (3) is described. The key step of the synthesis is the cycloaddition of 1,2-dichloro-3,3-difluorocyclo-propene (6) to 2,3-dimethylidene-1,2,3,4-tetrahydronaphthalene (5). The ¹³C-NMR. spectrum of 3 is assigned on the grounds of C,F-coupling constants, selective H-decoupling and the resulting residual C,H-coupling. The 1,1-dichloro derivative 4 was synthesized by the same route, but could not be isolated pure. Experiments for the reduction to 1H-cycloprop[b]anthracene (2) and for the ionization of 3 or 4 to the cation 16 failed.