Scientific article

Synthesis and Properties of 1,1-Dihalogenocycloprop[b]anthracenes

Published inHelvetica chimica acta, vol. 65, no. 4, p. 1157-1166
Publication date1982-06-16
First online date2004-10-25

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.

Citation (ISO format)
MULLER, Paul, REY, Michel. Synthesis and Properties of 1,1-Dihalogenocycloprop[<i>b</i>]anthracenes. In: Helvetica chimica acta, 1982, vol. 65, n° 4, p. 1157–1166. doi: 10.1002/hlca.19820650405
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Article (Published version)
ISSN of the journal0018-019X

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