Synthesis of tricyclononenes and tricyclononadienes containing MX3-groups (M=C, Si, Ge; X=Cl, Me)

A series of new organoelement-substituted (Si-, Ge-) tricyclononenes and tricyclononadienes was obtained via the [2 sigma+2 sigma+2 pi]-cycloaddition reaction of the corresponding substituted ethylenes and acetylenes with quadricyclane. The chemical behavior of Si-, Ge-, Sn-containing olefins and acetylenes under the cycloaddition conditions was studied. (C) 2012 Elsevier Ltd. All rights reserved.