Synthese von Propellanen aus 1,8-Dihydroxynaphthalin: 3,7,11,15-Tetraoxa[4,5,6-12,13,14-dinaphtho(1′,8′)]-(7.7.1)propellan

Condensation of 1,1,2,2,-tetrabromomethylcyclopropane with 1,8-dihydroxynaphthalene yielded the (7.7.1)-type propellane. The peri effect on the reaction and the product conformation is discussed. As a result condensation of 1,1-dibromomethylcyclopropane withperi-dihydroxynaphthalene gives the diether-type compound2 instead of the expected spirane2.

Jamrozik, J., Propellanes III. J. für prakt. Chemie, im Druck (1980).